메뉴 건너뛰기




Volumn 3, Issue 3, 1999, Pages 320-336

Solution-phase chemical library synthesis using polymer-assisted purification techniques

Author keywords

[No Author keywords available]

Indexed keywords

POLYMER;

EID: 0033152131     PISSN: 13675931     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1367-5931(99)80049-0     Document Type: Article
Times cited : (130)

References (65)
  • 1
    • 0002369226 scopus 로고    scopus 로고
    • Recent advances in polymer assisted solution-phase chemical library synthesis and purification
    • Flynn DL, Devraj RV, Parlow JJ: Recent advances in polymer assisted solution-phase chemical library synthesis and purification. Curr Opin Drug Discov Dev 1998, 1:41-50. This review reports the comprehensive use of polymer-assisted solution-phase chemical library synthesis techniques through to early 1998.
    • (1998) Curr Opin Drug Discov Dev , vol.1 , pp. 41-50
    • Flynn, D.L.1    Devraj, R.V.2    Parlow, J.J.3
  • 2
    • 0031741510 scopus 로고    scopus 로고
    • Polymer-assisted solution phase (PASP) chemical library synthesis
    • Flynn DL, Devraj RV, Naing W, Parlow JJ, Weidner JJ, Yang S: Polymer-assisted solution phase (PASP) chemical library synthesis. Med Chem Res 1998, 8:219-243. This review summarizes the various purification techniques included in polymer-assisted solution-phase synthesis utilizing the fundamental properties of complementary molecular reactivity and molecular recognition.
    • (1998) Med Chem Res , vol.8 , pp. 219-243
    • Flynn, D.L.1    Devraj, R.V.2    Naing, W.3    Parlow, J.J.4    Weidner, J.J.5    Yang, S.6
  • 3
    • 0032948663 scopus 로고    scopus 로고
    • Solid-supported reagent strategies for rapid purification of combinatorial synthesis products
    • Booth RJ, Hodges JC: Solid-supported reagent strategies for rapid purification of combinatorial synthesis products. Accounts Chem Res 1999, 32:18-26. This review provides an overview of various strategies for the use of solid-supported reagents in the rapid purification of library synthesis products from 1997 through to early 1998.
    • (1999) Accounts Chem Res , vol.32 , pp. 18-26
    • Booth, R.J.1    Hodges, J.C.2
  • 4
    • 0032082589 scopus 로고    scopus 로고
    • Solution phase combinatorial chemistry
    • Merritt AT: Solution phase combinatorial chemistry. Comb Chem High Throughput Screening 1998, 1:57-72. This review provides an overview of all solution-phase strategies for the preparation and purification of chemical library synthesis products from 1994 through to 1997.
    • (1998) Comb Chem High Throughput Screening , vol.1 , pp. 57-72
    • Merritt, A.T.1
  • 5
    • 0032029989 scopus 로고    scopus 로고
    • Solution-phase library generation: Methods and applications in drug discovery
    • Gayo LM: Solution-phase library generation: Methods and applications in drug discovery. Biotechnol Bioeng 1998, 61:95-106. This review provides highlights from all solution-phase strategies for the preparation and purification of chemical library synthesis products from 1996 through to early 1998.
    • (1998) Biotechnol Bioeng , vol.61 , pp. 95-106
    • Gayo, L.M.1
  • 6
    • 0031817880 scopus 로고    scopus 로고
    • High throughput purification methods in combinatorial solution phase synthesis
    • Ferritto R, Seneci P: High throughput purification methods in combinatorial solution phase synthesis. Drugs Future 1998, 23:643-654. This review provides an overview of purification strategies for solution-phase combinatorial synthesis from 1996 through 1997.
    • (1998) Drugs Future , vol.23 , pp. 643-654
    • Ferritto, R.1    Seneci, P.2
  • 8
    • 0031152048 scopus 로고    scopus 로고
    • Combinatorial chemistry using polymer supported reagents
    • Kaldor SW, Siegel MG: Combinatorial chemistry using polymer supported reagents. Curr Opin Chem Biol 1997, 1:101-106. This is one of the first reviews that highlights the advances in the use of polymer-supported quench reagents and polymer-supported reagents/catalysts through to early 1997.
    • (1997) Curr Opin Chem Biol , vol.1 , pp. 101-106
    • Kaldor, S.W.1    Siegel, M.G.2
  • 9
    • 0032543080 scopus 로고    scopus 로고
    • Strategy-level separations in organic synthesis: From planning to practice
    • Curran DP: Strategy-level separations in organic synthesis: From planning to practice. Angew Chem Int Ed Engl 1998, 37:1175-1196. This review highlights the concept of 'phase-switching' such that the product is purified by subjecting the reaction mixture to one or more simple phase-separation techniques.
    • (1998) Angew Chem Int Ed Engl , vol.37 , pp. 1175-1196
    • Curran, D.P.1
  • 10
    • 0031029886 scopus 로고    scopus 로고
    • Fluorous synthesis: A fluorous-phase strategy for improving separation efficiency in organic synthesis
    • Studer A, Hadida S, Ferritto R, Kim SY, Jeger P, Wipf P, Curran DP: Fluorous synthesis: A fluorous-phase strategy for improving separation efficiency in organic synthesis. Science 1997, 275:823-826.
    • (1997) Science , vol.275 , pp. 823-826
    • Studer, A.1    Hadida, S.2    Ferritto, R.3    Kim, S.Y.4    Jeger, P.5    Wipf, P.6    Curran, D.P.7
  • 11
    • 0029926720 scopus 로고    scopus 로고
    • Novel solution phase strategy for the synthesis of chemical libraries containing small organic molecules
    • Cheng S, Comer DD, Williams JP, Myers PL, Boger DL: Novel solution phase strategy for the synthesis of chemical libraries containing small organic molecules. J Am Chem Soc 1996, 118:2567-2573.
    • (1996) J Am Chem Soc , vol.118 , pp. 2567-2573
    • Cheng, S.1    Comer, D.D.2    Williams, J.P.3    Myers, P.L.4    Boger, D.L.5
  • 12
    • 0030607141 scopus 로고    scopus 로고
    • Use of solid-supported nucleophiles and electrophiles for the purification of non-peptide small molecule libraries
    • Kaldor SW, Siegel MG, Fritz JE, Dressman BA, Hahn PJ: Use of solid-supported nucleophiles and electrophiles for the purification of non-peptide small molecule libraries. Tetrahedron Lett 1996, 37:7193-7196.
    • (1996) Tetrahedron Lett , vol.37 , pp. 7193-7196
    • Kaldor, S.W.1    Siegel, M.G.2    Fritz, J.E.3    Dressman, B.A.4    Hahn, P.J.5
  • 13
    • 0030952762 scopus 로고    scopus 로고
    • Chemical library purification strategies based on principles of complementary molecular reactivity and recognition
    • Flynn DL, Crich JZ, Devraj RV, Hockerman SL, Parlow JJ, South MS, Woodard SS: Chemical library purification strategies based on principles of complementary molecular reactivity and molecular recognition. J Am Chem Soc 1997, 119:4874-4881. This paper describes complementary molecular reactivity and molecular recognition purification concepts for solution-phase synthesis, including reactant sequestering resins, by-product sequestering resins, 'tagged-reagent' sequestering resins, and reaction-quenching resins.
    • (1997) J Am Chem Soc , vol.119 , pp. 4874-4881
    • Flynn, D.L.1    Crich, J.Z.2    Devraj, R.V.3    Hockerman, S.L.4    Parlow, J.J.5    South, M.S.6    Woodard, S.S.7
  • 14
    • 0030987922 scopus 로고    scopus 로고
    • Polymer-supported quenching reagents for parallel purification
    • Booth RJ, Hodges JC: Polymer-supported quenching reagents for parallel purification. J Am Chem Soc 1997, 119:4882-4886. This paper describes the use of functionalized resins to remove excess reactants from solution-phase chemical library product mixtures, and highlights the use of the method in a multistep pyrazole synthesis.
    • (1997) J Am Chem Soc , vol.119 , pp. 4882-4886
    • Booth, R.J.1    Hodges, J.C.2
  • 15
    • 0000965816 scopus 로고    scopus 로고
    • Combinatorial synthesis of 2-thioxo-4-dihydropyrimidinones
    • Sim MM, Lee CL, Ganesan A: Combinatorial synthesis of 2-thioxo-4-dihydropyrimidinones. J Org Chem 1997, 62:9358-9360.
    • (1997) J Org Chem , vol.62 , pp. 9358-9360
    • Sim, M.M.1    Lee, C.L.2    Ganesan, A.3
  • 16
    • 0001768317 scopus 로고    scopus 로고
    • Utility of complementary molecular reactivity and molecular recognition (CMR/R) technology and polymer-supported reagents in the solution-phase synthesis of heterocyclic carbonaxamide
    • Parlow JJ, Mischke DA, Woodard SS: Utility of complementary molecular reactivity and molecular recognition (CMR/R) technology and polymer-supported reagents in the solution-phase synthesis of heterocyclic carboxamides. J Org Chem 1997, 62:5908-5919. This paper describes the use of complementary molecular reactivity and molecular recognition purification methodology combined with polymer-supported reagents for the high-speed parallel solution-phase synthesis of analogues in a herbicidal lead-development program.
    • (1997) J Org Chem , vol.62 , pp. 5908-5919
    • Parlow, J.J.1    Mischke, D.A.2    Woodard, S.S.3
  • 17
    • 0032537038 scopus 로고    scopus 로고
    • Solution-phase parallel synthesis of a benzoxazinone library using complementary molecular reactivity and molecular recognition (CMR/R) purification technology
    • Parlow JJ, Flynn DL: Solution-phase parallel synthesis of a benzoxazinone library using complementary molecular reactivity and molecular recognition (CMR/R) purification technology. Tetrahedron 1998, 54:4013-4031. This paper highlights a multistep solution-phase library synthesis of benzoxazinones using combinations of complementary molecular reactivity and molecular recognition purification concepts and polymeric reagents as the sole method of purification.
    • (1998) Tetrahedron , vol.54 , pp. 4013-4031
    • Parlow, J.J.1    Flynn, D.L.2
  • 18
    • 0032575201 scopus 로고    scopus 로고
    • Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation
    • Blackburn C, Guan B, Fleming P, Shiosaki K, Tsai S: Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation. Tetrahedron Lett 1998, 39:3635-3638.
    • (1998) Tetrahedron Lett , vol.39 , pp. 3635-3638
    • Blackburn, C.1    Guan, B.2    Fleming, P.3    Shiosaki, K.4    Tsai, S.5
  • 20
    • 0032403246 scopus 로고    scopus 로고
    • Generation of a library of 4-thiazolidinones utilizing polymer supported quench (PSQ) reagent methodology
    • Ault-Justus SE, Hodges JC, Wilson MW: Generation of a library of 4-thiazolidinones utilizing polymer supported quench (PSQ) reagent methodology. Biotechnol Bioeng 1998, 61:17-22.
    • (1998) Biotechnol Bioeng , vol.61 , pp. 17-22
    • Ault-Justus, S.E.1    Hodges, J.C.2    Wilson, M.W.3
  • 21
    • 0032537040 scopus 로고    scopus 로고
    • Combinatorial synthesis of dihydropyridone libraries and their derivatives
    • Creswell MW, Bolton GL, Hodges JC, Meppen M: Combinatorial synthesis of dihydropyridone libraries and their derivatives. Tetrahedron 1998, 54:3983-3998. This paper highlights a multistep solution-phase library synthesis of 4-aminopiperidines using a combination of polymer-supported quenching techniques and liquid-phase extractions as the sole method of purification.
    • (1998) Tetrahedron , vol.54 , pp. 3983-3998
    • Creswell, M.W.1    Bolton, G.L.2    Hodges, J.C.3    Meppen, M.4
  • 22
    • 0000684017 scopus 로고    scopus 로고
    • Investigation of a new family of chiral ligands for enantioselective catalysis via parallel synthesis and high-throughput screening
    • Gennari C, Ceccarelli S, Piarulli U, Montalbetti CAGN, Jackson RFW: Investigation of a new family of chiral ligands for enantioselective catalysis via parallel synthesis and high-throughput screening. J Org Chem 1998, 63:5312-5313.
    • (1998) J Org Chem , vol.63 , pp. 5312-5313
    • Gennari, C.1    Ceccarelli, S.2    Piarulli, U.3    Montalbetti, C.A.G.N.4    Jackson, R.F.W.5
  • 23
    • 0032080369 scopus 로고    scopus 로고
    • Polymer supported bases in solution-phase synthesis. 2. A convenient method for N-alkylation reactions of weakly acidic heterocycles
    • Xu W, Mohan R, Morrissey MM: Polymer supported bases in solution-phase synthesis. 2. A convenient method for N-alkylation reactions of weakly acidic heterocycles. Bioorg Med Chem Lett 1998, 8:1089-1092. This paper reports a one-pot multistep solution-phase reaction sequence demonstrating the use of a combination of polymer-supported bases achieving regioselective alkylations/acylations.
    • (1998) Bioorg Med Chem Lett , vol.8 , pp. 1089-1092
    • Xu, W.1    Mohan, R.2    Morrissey, M.M.3
  • 24
    • 0032497394 scopus 로고    scopus 로고
    • Rapid optimization of an ICE inhibitor synthesis using multiple reaction conditions in a parallel array
    • Warmus JS, Ryder TR, Hodges JC, Kennedy RM, Brady KD: Rapid optimization of an ICE inhibitor synthesis using multiple reaction conditions in a parallel array. Bioorg Med Chem Lett 1998, 8:2309-2314.
    • (1998) Bioorg Med Chem Lett , vol.8 , pp. 2309-2314
    • Warmus, J.S.1    Ryder, T.R.2    Hodges, J.C.3    Kennedy, R.M.4    Brady, K.D.5
  • 25
    • 33748718537 scopus 로고    scopus 로고
    • Use of polymer supported reagents for clean multi-step organic synthesis: Preparation of amines and amine derivatives from alcohols for use in compound library generation
    • Ley SV, Bolli MH, Hinzen B, Gervois AG, Hall BJ: Use of polymer supported reagents for clean multi-step organic synthesis: Preparation of amines and amine derivatives from alcohols for use in compound library generation. J Chem Soc Perkin Trans 1998, 15:2239-2242.
    • (1998) J Chem Soc Perkin Trans , vol.15 , pp. 2239-2242
    • Ley, S.V.1    Bolli, M.H.2    Hinzen, B.3    Gervois, A.G.4    Hall, B.J.5
  • 26
    • 0030767571 scopus 로고    scopus 로고
    • Polymer-supported bases in combinatorial chemistry: Synthesis of aryl ethers from phenols and alkyl halides and aryl halides
    • Xu W, Mohan R, Morrissey MM: Polymer-supported bases in combinatorial chemistry: Synthesis of aryl ethers from phenols and alkyl halides and aryl halides. Tetrahedron Lett 1997, 38:7337-7340.
    • (1997) Tetrahedron Lett , vol.38 , pp. 7337-7340
    • Xu, W.1    Mohan, R.2    Morrissey, M.M.3
  • 27
    • 0032504083 scopus 로고    scopus 로고
    • Solid-phase synthesis of substituted tetramic acids
    • Matthews J, Rivero RA: Solid-phase synthesis of substituted tetramic acids. J Org Chem 1998, 63:4808-4810.
    • (1998) J Org Chem , vol.63 , pp. 4808-4810
    • Matthews, J.1    Rivero, R.A.2
  • 28
    • 0032212587 scopus 로고    scopus 로고
    • Solution-phase combinatorial synthesis of ureas using nitrophenylcarbamates
    • Raju B, Kassir JM, Kogan TP: Solution-phase combinatorial synthesis of ureas using nitrophenylcarbamates. Bioorg Med Chem Lett 1998, 8:3043-3048.
    • (1998) Bioorg Med Chem Lett , vol.8 , pp. 3043-3048
    • Raju, B.1    Kassir, J.M.2    Kogan, T.P.3
  • 29
    • 0032568333 scopus 로고    scopus 로고
    • Solution-phase synthesis of 2,6,9-trisubstituted purines
    • Fiorini MT, Abell C: Solution-phase synthesis of 2,6,9-trisubstituted purines. Tetrahedron Lett 1998, 39:1827-1830.
    • (1998) Tetrahedron Lett , vol.39 , pp. 1827-1830
    • Fiorini, M.T.1    Abell, C.2
  • 30
    • 0032487973 scopus 로고    scopus 로고
    • A new scavenger resin for amines
    • Coppola GM: A new scavenger resin for amines. Tetrahedron Lett 1998, 39:8233-8236. This paper reports the preparation and application of a novel polymer-bound isatoic anhydride used as an electrophile for the sequestration of primary and secondary amines.
    • (1998) Tetrahedron Lett , vol.39 , pp. 8233-8236
    • Coppola, G.M.1
  • 31
    • 0032575179 scopus 로고    scopus 로고
    • Solid phase synthesis of urea libraries using a diversifiable thiophenoxy carbonyl linker
    • Dressman BA, Singh U, Kaldor SW: Solid phase synthesis of urea libraries using a diversifiable thiophenoxy carbonyl linker. Tetrahedron Lett 1998, 39:3631-3634. This paper reports a novel thiophenoxy p-nitrophenylcarbonate-linked resin used to generate isocyanates in solution phase through the intermediacy of a resin-bound carbamate. The reactive isocyanate is reacted with amines to form substituted ureas.
    • (1998) Tetrahedron Lett , vol.39 , pp. 3631-3634
    • Dressman, B.A.1    Singh, U.2    Kaldor, S.W.3
  • 32
    • 0032537031 scopus 로고    scopus 로고
    • Solution-phase parallel synthesis using ion-exchange resins
    • Suto MJ, Gayo-Fung LM, Palanki MSS, Sullivan R: Solution-phase parallel synthesis using ion-exchange resins. Tetrahedron 1998, 54:4141-4150. This paper reports the use of ion-exchange resins for the purification of solution-phase chemical libraries and post-cleavage product mixtures from solution-phase parallel synthesis synthesis.
    • (1998) Tetrahedron , vol.54 , pp. 4141-4150
    • Suto, M.J.1    Gayo-Fung, L.M.2    Palanki, M.S.S.3    Sullivan, R.4
  • 33
    • 0031021840 scopus 로고    scopus 로고
    • Ion-exchange resins for solution phase parallel synthesis of chemical libraries
    • Gayo LM, Suto MJ: Ion-exchange resins for solution phase parallel synthesis of chemical libraries. Tetrahedron Lett 1997, 38:513-516.
    • (1997) Tetrahedron Lett , vol.38 , pp. 513-516
    • Gayo, L.M.1    Suto, M.J.2
  • 34
    • 0032567966 scopus 로고    scopus 로고
    • Arylsulfonate esters in solid phase organic synthesis. I. Cleavage with amines, thiolate, and imidazole
    • Rueter JK, Nortey SO, Baxter EW, Leo GC, Reitz AB: Arylsulfonate esters in solid phase organic synthesis. I. Cleavage with amines, thiolate, and imidazole. Tetrahedron Lett 1998, 39:975-978.
    • (1998) Tetrahedron Lett , vol.39 , pp. 975-978
    • Rueter, J.K.1    Nortey, S.O.2    Baxter, E.W.3    Leo, G.C.4    Reitz, A.B.5
  • 35
    • 0000631409 scopus 로고    scopus 로고
    • Phosgenated p-nitrophenyl(polystyrene)ketoxime or phoxime resin. A new resin for the solid-phase synthesis of ureas via thermolytic cleavage of oxime-carbamates
    • Scialdone MA, Shuey SW, Soper P, Hamuro Y, Burns DM: Phosgenated p-nitrophenyl(polystyrene)ketoxime or phoxime resin. A new resin for the solid-phase synthesis of ureas via thermolytic cleavage of oxime-carbamates. J Org Chem 1998, 63:4802-4807.
    • (1998) J Org Chem , vol.63 , pp. 4802-4807
    • Scialdone, M.A.1    Shuey, S.W.2    Soper, P.3    Hamuro, Y.4    Burns, D.M.5
  • 36
    • 0032514499 scopus 로고    scopus 로고
    • A convenient method for the preparation of acylsulfonamide libraries
    • Sturino, CF, Labelle M: A convenient method for the preparation of acylsulfonamide libraries. Tetrahedron Lett 1998, 39:5891-5894.
    • (1998) Tetrahedron Lett , vol.39 , pp. 5891-5894
    • Sturino, C.F.1    Labelle, M.2
  • 37
    • 0032508083 scopus 로고    scopus 로고
    • Solid-phase synthesis of tetramic acids
    • Kulkarni BA, Ganesan A: Solid-phase synthesis of tetramic acids. Tetrahedron Lett 1998, 39:4369-4372.
    • (1998) Tetrahedron Lett , vol.39 , pp. 4369-4372
    • Kulkarni, B.A.1    Ganesan, A.2
  • 38
    • 0032497346 scopus 로고    scopus 로고
    • A mixed resin bed for the quenching and purification of tetrabutylammonium flouride mediated desilylating reactions
    • Parlow JJ, Vazquez ML, Flynn DL: A mixed resin bed for the quenching and purification of tetrabutylammonium fluoride mediated desilylating reactions. Bioorg Med Chem Lett 1998, 8:2391-2394.
    • (1998) Bioorg Med Chem Lett , vol.8 , pp. 2391-2394
    • Parlow, J.J.1    Vazquez, M.L.2    Flynn, D.L.3
  • 39
    • 0030873736 scopus 로고    scopus 로고
    • Non-acidic cleavage of Wang-derived ethers from solid support: Utilization of a mixed-bed scavenger for DDQ
    • Deegan TL, Gooding OW, Baudart S, Porco JA Jr: Non-acidic cleavage of Wang-derived ethers from solid support: Utilization of a mixed-bed scavenger for DDQ. Tetrahedron Lett 1997, 38:4973-4976. This paper describes the use of a mixed resin bed containing polymer-bound ascorbate and a polymer-bound bicarbonate to quench excess DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone) and sequester the DDQ by-product after DDQ-mediated release of alcohols from Wang resin.
    • (1997) Tetrahedron Lett , vol.38 , pp. 4973-4976
    • Deegan, T.L.1    Gooding, O.W.2    Baudart, S.3    Porco J.A., Jr.4
  • 40
    • 0032494719 scopus 로고    scopus 로고
    • Impurity annihilation; a strategy for solution phase combinatorial chemistry with minimal purification
    • Barrett AGM, Smith ML, Zecri FJ: Impurity annihilation; a strategy for solution phase combinatorial chemistry with minimal purification. Chem Commun 1998, 21:2317-2318. This paper reports the novel use of in situ polymerization using 1,4-phenylene diisocyanate and pentaethylenehexamine for the use of sequestering either nucleophiles or electrophiles by the order of addition.
    • (1998) Chem Commun , vol.21 , pp. 2317-2318
    • Barrett, A.G.M.1    Smith, M.L.2    Zecri, F.J.3
  • 41
    • 0033534495 scopus 로고    scopus 로고
    • Polymer-assisted solution phase synthesis: A general method for sequestration of by-products formed from activated acyl-transfer reactants
    • Weidner JJ, Parlow JJ, Flynn DL: Polymer-assisted solution phase synthesis: A general method for sequestration of by-products formed from activated acyl-transfer reactants. Tetrahedron Lett 1999, 40:239-242.
    • (1999) Tetrahedron Lett , vol.40 , pp. 239-242
    • Weidner, J.J.1    Parlow, J.J.2    Flynn, D.L.3
  • 43
    • 0000140378 scopus 로고    scopus 로고
    • A novel cleavage technique to generate small molecule compounds and libraries via a two-resin system
    • Ouyang X, Armstrong RW, Murphy MM: A novel cleavage technique to generate small molecule compounds and libraries via a two-resin system. J Org Chem 1998, 63:1027-1032.
    • (1998) J Org Chem , vol.63 , pp. 1027-1032
    • Ouyang, X.1    Armstrong, R.W.2    Murphy, M.M.3
  • 44
    • 0032541679 scopus 로고    scopus 로고
    • Solid phase synthesis of N-acyl-2-substituted-dihydro-4-pyridone: Resin activation/capture approach/REACAP
    • Chen C, Munoz B: Solid phase synthesis of N-acyl-2-substituted-dihydro-4-pyridone: Resin activation/capture approach/REACAP. Tetrahedron Lett 1998, 39:6781-6784.
    • (1998) Tetrahedron Lett , vol.39 , pp. 6781-6784
    • Chen, C.1    Munoz, B.2
  • 45
    • 0030813190 scopus 로고    scopus 로고
    • In situ chemical tagging: Tetrafluorophthalic anhydride as a 'sequestration enabling reagent' (SER) in the purification of solution-phase combinatorial libraries
    • Parlow JJ, Naing W, South MS, Flynn DL: In situ chemical tagging: Tetrafluorophthalic anhydride as a 'sequestration enabling reagent' (SER) in the purification of solution-phase combinatorial libraries. Tetrahedron Lett 1997, 38:7959-7962. This paper highlights the use of tetrafluorophthalic anhydride as a sequestration-enabling reagent used to derivatize nucleophiles affording carboxy-tagged derivatives sequesterable by base-functionalized resins.
    • (1997) Tetrahedron Lett , vol.38 , pp. 7959-7962
    • Parlow, J.J.1    Naing, W.2    South, M.S.3    Flynn, D.L.4
  • 46
    • 0032029575 scopus 로고    scopus 로고
    • Solution-phase simultaneous addition of functionalities (SPSAF) and chemical transformation to prepare N,N′-disubstituted piperazine libraries
    • Kung PP, Cook PD: Solution-phase simultaneous addition of functionalities (SPSAF) and chemical transformation to prepare N,N′-disubstituted piperazine libraries. Biotechnol Bioeng 1998, 61:119-125.
    • (1998) Biotechnol Bioeng , vol.61 , pp. 119-125
    • Kung, P.P.1    Cook, P.D.2
  • 47
    • 0030964314 scopus 로고    scopus 로고
    • Solution-phase synthesis of a combinatorial thiohydantoin library
    • Sim MM, Ganesan A: Solution-phase synthesis of a combinatorial thiohydantoin library. J Org Chem 1997, 62:3230-3235.
    • (1997) J Org Chem , vol.62 , pp. 3230-3235
    • Sim, M.M.1    Ganesan, A.2
  • 49
    • 0030998777 scopus 로고    scopus 로고
    • Rapid purification of small molecule libraries by ion exchange chromatography
    • Siegel MG, Hahn PJ, Dressman BA, Fritz JE, Grunwell JR, Kaldor SW: Rapid purification of small molecule libraries by ion exchange chromatography. Tetrahedron Lett 1997, 38:3357-3360. This paper highlights the use of resin capture using ion-exchange resins. In addition, sequestration-enabling reagents were utilized to derivatize nonionizable species, permitting their sequestration and yielding pure products.
    • (1997) Tetrahedron Lett , vol.38 , pp. 3357-3360
    • Siegel, M.G.1    Hahn, P.J.2    Dressman, B.A.3    Fritz, J.E.4    Grunwell, J.R.5    Kaldor, S.W.6
  • 50
    • 0032497352 scopus 로고    scopus 로고
    • Chemically tagged Mitsunobu reagents for use in solution-phase chemical library synthesis
    • Starkey GW, Parlow JJ, Flynn DL: Chemically tagged Mitsunobu reagents for use in solution-phase chemical library synthesis. Bioorg Med Chem Lett 1998, 8:2385-2390. This paper highlights the use of chemically tagged Mitsunobu reagents allowing post-reaction sequestration of the tagged reagents and tagged reagent by-products via polymer-bound carbonate resin.
    • (1998) Bioorg Med Chem Lett , vol.8 , pp. 2385-2390
    • Starkey, G.W.1    Parlow, J.J.2    Flynn, D.L.3
  • 51
    • 0029963887 scopus 로고    scopus 로고
    • Postcondensation modifications of Ugi four-component condensation products: 1-isocyanocyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures, and demonstration of resin capture
    • Keating TA, Armstrong RW: Postcondensation modifications of Ugi four-component condensation products: 1-isocyanocyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures, and demonstration of resin capture. J Am Chem Soc 1996, 118:2574-2583.
    • (1996) J Am Chem Soc , vol.118 , pp. 2574-2583
    • Keating, T.A.1    Armstrong, R.W.2
  • 52
    • 0030062225 scopus 로고    scopus 로고
    • Synthesis of tetrasubstituted ethylenes on solid support via resin capture
    • Brown SD, Armstrong RW: Synthesis of tetrasubstituted ethylenes on solid support via resin capture. J Am Chem Soc 1996, 118:6331-6332.
    • (1996) J Am Chem Soc , vol.118 , pp. 6331-6332
    • Brown, S.D.1    Armstrong, R.W.2
  • 53
    • 0030973401 scopus 로고    scopus 로고
    • Automated synthesis and purification of amides. Exploitation of automated solid phase extraction in organic synthesis
    • Lawrence RM, Biller SA, Fryszman OM, Poss MA: Automated synthesis and purification of amides. Exploitation of automated solid phase extraction in organic synthesis. Synthesis 1997, 5:553-558.
    • (1997) Synthesis , vol.5 , pp. 553-558
    • Lawrence, R.M.1    Biller, S.A.2    Fryszman, O.M.3    Poss, M.A.4
  • 54
    • 0032554975 scopus 로고    scopus 로고
    • Mild N-dealkylation of tertiary, benzylic amines with acid chlorides: Application to solid-phase chemistry
    • Miller MW, Vice SF, McCombie SW: Mild N-dealkylation of tertiary, benzylic amines with acid chlorides: Application to solid-phase chemistry. Tetrahedron Lett 1998, 39:3429-3432.
    • (1998) Tetrahedron Lett , vol.39 , pp. 3429-3432
    • Miller, M.W.1    Vice, S.F.2    McCombie, S.W.3
  • 55
    • 0000375897 scopus 로고    scopus 로고
    • Simultaneous deprotection and purification of Boc-amines based on ionic resin capture
    • Liu YS, Zhao C, Bergbreiter DE, Romo D: Simultaneous deprotection and purification of Boc-amines based on ionic resin capture. J Org Chem 1998, 63:3471-3473.
    • (1998) J Org Chem , vol.63 , pp. 3471-3473
    • Liu, Y.S.1    Zhao, C.2    Bergbreiter, D.E.3    Romo, D.4
  • 56
    • 0030831922 scopus 로고    scopus 로고
    • Parallel synthesis of tamoxifen and derivatives on solid support via resin capture
    • Brown SD, Armstrong RW: Parallel synthesis of tamoxifen and derivatives on solid support via resin capture. J Org Chem 1997, 62:7076-7077. This paper demonstrates the concept of a covalent resin capture/release strategy to synthesize tetra-substituted olefins related to Tamoxifen.
    • (1997) J Org Chem , vol.62 , pp. 7076-7077
    • Brown, S.D.1    Armstrong, R.W.2
  • 57
    • 0002574674 scopus 로고    scopus 로고
    • Use ring-opening cross-metathesis to construct molecular motifs
    • Cuny GD, Hauske JR: Use ring-opening cross-metathesis to construct molecular motifs. Chemtech 1998, 28:25-31.
    • (1998) Chemtech , vol.28 , pp. 25-31
    • Cuny, G.D.1    Hauske, J.R.2
  • 58
    • 0030839735 scopus 로고    scopus 로고
    • The application of high-throughput synthesis and purification to the preparation of ethanolamines
    • Shuker AJ, Siegel MG, Matthews DP, Weigel LO: The application of high-throughput synthesis and purification to the preparation of ethanolamines. Tetrahedron Lett 1997, 38:6149-6152.
    • (1997) Tetrahedron Lett , vol.38 , pp. 6149-6152
    • Shuker, A.J.1    Siegel, M.G.2    Matthews, D.P.3    Weigel, L.O.4
  • 60
    • 0031452355 scopus 로고    scopus 로고
    • Ion-exchange resins for combinatorial synthesis: 2,4-pyrrolidinediones by Dieckmann condensation
    • Kulkarni BA, Ganesan A: Ion-exchange resins for combinatorial synthesis: 2,4-pyrrolidinediones by Dieckmann condensation. Angew Chem Int Ed Engl 1997, 36:2454-2455. This paper highlights the use of A-26 hydroxide resin to promote cyclization of N-acyl amino acid esters to afford ionically trapped resin-bound pyrrolidinediones. Washing away nontrapped impurities and subsequent release with acid affords pure products.
    • (1997) Angew Chem Int Ed Engl , vol.36 , pp. 2454-2455
    • Kulkarni, B.A.1    Ganesan, A.2
  • 61
    • 20344397295 scopus 로고    scopus 로고
    • Solution-phase combinatorial synthesis of 4-hydroxyquinolin-2(1H)-ones
    • Kulkarni B, Ganesan A: Solution-phase combinatorial synthesis of 4-hydroxyquinolin-2(1H)-ones. Chem Commun 1998, 7:785-786.
    • (1998) Chem Commun , vol.7 , pp. 785-786
    • Kulkarni, B.1    Ganesan, A.2
  • 62
    • 0032548129 scopus 로고    scopus 로고
    • Use of tetrabenzo[a,c,g,i]fluorene as an anchor group for the solid/solution phase synthesis of ciprofloxacin
    • Hay AM, Hobbs-Dewitt S, MacDonald AA, Ramage R: Use of tetrabenzo[a,c,g,i]fluorene as an anchor group for the solid/solution phase synthesis of ciprofloxacin. Tetrahedron Lett 1998, 39:8721-8724.
    • (1998) Tetrahedron Lett , vol.39 , pp. 8721-8724
    • Hay, A.M.1    Hobbs-Dewitt, S.2    MacDonald, A.A.3    Ramage, R.4
  • 63
    • 0032168143 scopus 로고    scopus 로고
    • Solid-phase extraction on C18 silica as a purification strategy in the solution synthesis of a 1-thio-D-galactopyranoside library
    • Nilsson UJ, Fournier EJL, Hindsgaul Ole: Solid-phase extraction on C18 silica as a purification strategy in the solution synthesis of a 1-thio-D-galactopyranoside library. Bioorg Med Chem 1998, 6:1563-1575.
    • (1998) Bioorg Med Chem , vol.6 , pp. 1563-1575
    • Nilsson, U.J.1    Fournier, E.J.L.2    Hindsgaul, Ole.3
  • 64
    • 33749113659 scopus 로고    scopus 로고
    • Clean six-step synthesis of a piperidino-thiomorpholine library using polymer-supported reagents
    • Habermann J, Ley SV, Scott JS: Clean six-step synthesis of a piperidino-thiomorpholine library using polymer-supported reagents. J Chem Soc Perkin Trans 1 1998, 19:3127-3130. This paper highlights a six-step solution-phase library syntheis of piperidino-thiomorpholics using combinations of polymer-supported reagents and solid-sequestering agents without any chromotographic purification steps.
    • (1998) J Chem Soc Perkin Trans 1 , vol.19 , pp. 3127-3130
    • Habermann, J.1    Ley, S.V.2    Scott, J.S.3
  • 65
    • 0033612114 scopus 로고    scopus 로고
    • High-throughput purification of solution-phase periodinane mediated oxidation reactions utilizing a novel thiosulfate resin
    • in press
    • Parlow JJ, Case BL, South MS: High-throughput purification of solution-phase periodinane mediated oxidation reactions utilizing a novel thiosulfate resin. Tetrahedron 1999, in press. This paper illustrates a high-throughput purification protocol of periodinane mediated oxidation reactions utilzing a mixed resin bed containing A-26 thiosulfate resin, used to reduce the hypervalent iodine oxidants to their corresponding II species, which are sequestered by a base-functionalized resin.
    • (1999) Tetrahedron
    • Parlow, J.J.1    Case, B.L.2    South, M.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.