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Volumn 8, Issue 6, 1997, Pages 701-707

Will combinatorial chemistry deliver real medicines?

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND;

EID: 0030667760     PISSN: 09581669     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0958-1669(97)80123-1     Document Type: Article
Times cited : (41)

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    • A comparison of NMR spectra obtained for solid-phase-synthesis resins using conventional high-resolution, magic-angle-spinning and high-resolution magic-angle-spinning probes
    • Keifer PA, Baltusis L, Rice DM, Tymiak AA, Shoolery JN. A comparison of NMR spectra obtained for solid-phase-synthesis resins using conventional high-resolution, magic-angle-spinning and high-resolution magic-angle-spinning probes. J Mag Res, Ser A. 119:1996;65-75.
    • (1996) J Mag Res, Ser a , vol.119 , pp. 65-75
    • Keifer, P.A.1    Baltusis, L.2    Rice, D.M.3    Tymiak, A.A.4    Shoolery, J.N.5
  • 58
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    • Magic angle spinning NMR: A valuable tool for monitoring the progress of reaction in solid phase synthesis
    • Wehler T, Westman J. Magic angle spinning NMR: a valuable tool for monitoring the progress of reaction in solid phase synthesis. Tetrahedron Lett. 37:1996;4771-4774.
    • (1996) Tetrahedron Lett , vol.37 , pp. 4771-4774
    • Wehler, T.1    Westman, J.2
  • 59
    • 0029871215 scopus 로고    scopus 로고
    • An NMR method to identify nondestructively chemical compounds bound to a single solid-phase-synthesis bead for combinatorial chemistry applications
    • Sarkar SK, Garigipati RS, Adams JL, Keifer PA. An NMR method to identify nondestructively chemical compounds bound to a single solid-phase-synthesis bead for combinatorial chemistry applications. J Am Chem Soc. 118:1996;2305-2306.
    • (1996) J Am Chem Soc , vol.118 , pp. 2305-2306
    • Sarkar, S.K.1    Garigipati, R.S.2    Adams, J.L.3    Keifer, P.A.4
  • 60
    • 0030576861 scopus 로고    scopus 로고
    • Monitoring of a three-step solid phase synthesis involving a Heck reaction using magic angle spinning NMR spectroscopy
    • of special interest. In this paper, the use of magic angle spinning NMR is exemplified as a tool for following step-by-step reaction progress on a solid support.
    • Pop IE, Dhalluin CF, Deprez BP, Melnyk PC, Lippens GM, Tartar AL. Monitoring of a three-step solid phase synthesis involving a Heck reaction using magic angle spinning NMR spectroscopy. of special interest Tetrahedron. 52:1996;12209-12222 In this paper, the use of magic angle spinning NMR is exemplified as a tool for following step-by-step reaction progress on a solid support.
    • (1996) Tetrahedron , vol.52 , pp. 12209-12222
    • Pop, I.E.1    Dhalluin, C.F.2    Deprez, B.P.3    Melnyk, P.C.4    Lippens, G.M.5    Tartar, A.L.6
  • 61
    • 0030580342 scopus 로고    scopus 로고
    • An indazole synthesis on solid support monitored by single bead FTIR microspectroscopy
    • Yan B, Gstach H. An indazole synthesis on solid support monitored by single bead FTIR microspectroscopy. Tetrahedron Lett. 37:1996;8325-8328.
    • (1996) Tetrahedron Lett , vol.37 , pp. 8325-8328
    • Yan, B.1    Gstach, H.2
  • 62
    • 0030364066 scopus 로고    scopus 로고
    • Tools for combinatorial chemistry: In situ infrared analysis of solid-phase organic reactions
    • of special interest. This review highlights the methodology for in situ monitoring and analysis of solid phase organic reactions using IR analysis.
    • Pivonka DE, Russell K, Gerot. Tools for combinatorial chemistry: in situ infrared analysis of solid-phase organic reactions. of special interest Appl Spec. 50:1996;1471-1478 This review highlights the methodology for in situ monitoring and analysis of solid phase organic reactions using IR analysis.
    • (1996) Appl Spec , vol.50 , pp. 1471-1478
    • Pivonka, D.E.1    Russell, K.2    Gerot3
  • 63
    • 0000683556 scopus 로고    scopus 로고
    • Photoaccoustic FTIR spectroscopy, a nondestructive analysis of solid-phase organic chemistry
    • Gosselin F, Di Renzo M, Ellis TH, Lubell WD. Photoaccoustic FTIR spectroscopy, a nondestructive analysis of solid-phase organic chemistry. J Org Chem. 61:1996;7980-7981.
    • (1996) J Org Chem , vol.61 , pp. 7980-7981
    • Gosselin, F.1    Di Renzo, M.2    Ellis, T.H.3    Lubell, W.D.4
  • 64
    • 0029926720 scopus 로고    scopus 로고
    • Novel solution phase strategy for the synthesis of chemical libraries containing small organic molecules
    • of outstanding interest. The solution synthesis of an iminodiacetic acid library is reported. Purification at each reaction step of the three step sequence was achieved by simple aqueous extraction allowing a library of around 1,000 compounds to be prepared.
    • Boger DL, Cheng S, Comer DD, Williams JP, Myers PL. Novel solution phase strategy for the synthesis of chemical libraries containing small organic molecules. of outstanding interest J Am Chem Soc. 118:1996;2567-2573 The solution synthesis of an iminodiacetic acid library is reported. Purification at each reaction step of the three step sequence was achieved by simple aqueous extraction allowing a library of around 1,000 compounds to be prepared.
    • (1996) J Am Chem Soc , vol.118 , pp. 2567-2573
    • Boger, D.L.1    Cheng, S.2    Comer, D.D.3    Williams, J.P.4    Myers, P.L.5
  • 65
    • 0031029886 scopus 로고    scopus 로고
    • Fluorous strategy: A fluorous-phase strategy for improving separation efficiency in organic synthesis
    • of outstanding interest. This paper, along with Studer et al. 1997 [65] and Studer and Curran 1997 [66], describe the use of a fluorous phase strategy for improving separation efficiency in solution library synthesis. Organic molecules of interest can be rendered soluble in fluorocarbon solvents by attachment of a suitable perfluoro handle, thereby allowing separation.
    • Studer A, Hadida S, Ferrito R, Sun-Young K, Jeger P, Wipf P, Curran DP. Fluorous strategy: a fluorous-phase strategy for improving separation efficiency in organic synthesis. of outstanding interest Science. 275:1997;823-826 This paper, along with Studer et al. 1997 [65] and Studer and Curran 1997 [66], describe the use of a fluorous phase strategy for improving separation efficiency in solution library synthesis. Organic molecules of interest can be rendered soluble in fluorocarbon solvents by attachment of a suitable perfluoro handle, thereby allowing separation.
    • (1997) Science , vol.275 , pp. 823-826
    • Studer, A.1    Hadida, S.2    Ferrito, R.3    Sun-Young, K.4    Jeger, P.5    Wipf, P.6    Curran, D.P.7
  • 66
    • 0001591221 scopus 로고    scopus 로고
    • Fluorous synthesis: Fluorous protocols for the Ugi and Biginelli multicomponent condensations
    • Studer A, Jeger P, Wipf P, Curran DP. Fluorous synthesis: fluorous protocols for the Ugi and Biginelli multicomponent condensations. J Org Chem. 62:1997;2917-2924.
    • (1997) J Org Chem , vol.62 , pp. 2917-2924
    • Studer, A.1    Jeger, P.2    Wipf, P.3    Curran, D.P.4
  • 67
    • 0031000561 scopus 로고    scopus 로고
    • A strategic alternative to solid phase synthesis: Preparation of a small isoxazoline library by fluorous synthesis
    • Studer A, Curran DP. A strategic alternative to solid phase synthesis: preparation of a small isoxazoline library by fluorous synthesis. Tetrahedron. 53:1997;6681-6696.
    • (1997) Tetrahedron , vol.53 , pp. 6681-6696
    • Studer, A.1    Curran, D.P.2
  • 68
    • 0031021840 scopus 로고    scopus 로고
    • Ion-exchange resins for solution phase parallel synthesis of chemical libraries
    • of special interest. Ion-exchange resins for solution phase parallel synthesis of chemical libraries facilitated the production of amide, ester and urea libraries.
    • Gayo LM, Suto MJ. Ion-exchange resins for solution phase parallel synthesis of chemical libraries. of special interest Tetrahedron Lett. 38:1997;513-516 Ion-exchange resins for solution phase parallel synthesis of chemical libraries facilitated the production of amide, ester and urea libraries.
    • (1997) Tetrahedron Lett , vol.38 , pp. 513-516
    • Gayo, L.M.1    Suto, M.J.2
  • 69
    • 0030607141 scopus 로고    scopus 로고
    • Use of solid supported nucleophiles and electrophiles for the purification of non-peptide small molecule libraries
    • of outstanding interest. Solid supported nucleophiles and electropiles are employed by the authors to expedite the work-up and purification of products from a variety of amine alkylations and acylations carried out in a parallel array format.
    • 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. of outstanding interest Tetrahedron Lett. 37:1996;7193-7196 Solid supported nucleophiles and electropiles are employed by the authors to expedite the work-up and purification of products from a variety of amine alkylations and acylations carried out in a parallel array format.
    • (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
  • 70
    • 0030987922 scopus 로고    scopus 로고
    • Polymer-supported quenching reagents for parallel synthesis
    • of outstanding interest. In a related approach to Kaldor et al. [68], the use of reactive species attached to solid phase support are used to quench excess reactants and remove known impurities. A pyrazole library synthesis exemplifies the approach.
    • Booth RJ, Hodges JC. Polymer-supported quenching reagents for parallel synthesis. of outstanding interest J Am Chem Soc. 119:1997;4882-4886 In a related approach to Kaldor et al. [68], the use of reactive species attached to solid phase support are used to quench excess reactants and remove known impurities. A pyrazole library synthesis exemplifies the approach.
    • (1997) J Am Chem Soc , vol.119 , pp. 4882-4886
    • Booth, R.J.1    Hodges, J.C.2
  • 71
    • 0030952762 scopus 로고    scopus 로고
    • Chemical library purification strategies based on principles of complementary molecular reactivity and molecular recognition
    • of outstanding interest. The authors, essentially using the same concepts outlined by Kaldor et al. 1996 [68] and Booth and Hodges 1997 [69], report the sequestration of excess reactants, reagents and byproducts by complementary reactive intermediates tagged to resins. Examples of the techniques are illustrated with amine acylation, Moffat oxidation and Grignard reactions.
    • Flynn DL, Crich JZ, Devraj RV, Hockerman SL, Parlow JJ, South MS, Woodward S. Chemical library purification strategies based on principles of complementary molecular reactivity and molecular recognition. of outstanding interest J Am Chem Soc. 119:1997;4874-4881 The authors, essentially using the same concepts outlined by Kaldor et al. 1996 [68] and Booth and Hodges 1997 [69], report the sequestration of excess reactants, reagents and byproducts by complementary reactive intermediates tagged to resins. Examples of the techniques are illustrated with amine acylation, Moffat oxidation and Grignard reactions.
    • (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    Woodward, S.7
  • 72
    • 0029963887 scopus 로고    scopus 로고
    • Postcondensation modifications of Ugi four-component condensation products: I-isocyano cyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures and demonstration of resin capture
    • of outstanding interest. Resin capture is a technique where the products of solution synthesis are trapped onto an appropriate solid support resin. Both the trapping step and subsequent cleavage of the products from the resin occur in very high yield, as demonstrated by this study utilizing the Ugi reaction.
    • Keating TA, Armstrong RW. Postcondensation modifications of Ugi four-component condensation products: I-isocyano cyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures and demonstration of resin capture. of outstanding interest J Am Chem Soc. 118:1996;2574-2583 Resin capture is a technique where the products of solution synthesis are trapped onto an appropriate solid support resin. Both the trapping step and subsequent cleavage of the products from the resin occur in very high yield, as demonstrated by this study utilizing the Ugi reaction.
    • (1996) J Am Chem Soc , vol.118 , pp. 2574-2583
    • Keating, T.A.1    Armstrong, R.W.2
  • 73
    • 0031098534 scopus 로고    scopus 로고
    • Organic synthesis on soluble polymer supports; Liquid-phase methodologies
    • of outstanding interest. The authors provide a comprehensive review of the use of polyethylene glycol resin in library synthesis. Polyethylene glycol offers the attribute of both solution synthesis followed by precipitation to give a solid phase medium which can be readily purified to give ultimately a clean product on cleavage.
    • Gravert DJ, Janda KD. Organic synthesis on soluble polymer supports; liquid-phase methodologies. of outstanding interest Chem Rev. 97:1997;489-509 The authors provide a comprehensive review of the use of polyethylene glycol resin in library synthesis. Polyethylene glycol offers the attribute of both solution synthesis followed by precipitation to give a solid phase medium which can be readily purified to give ultimately a clean product on cleavage.
    • (1997) Chem Rev , vol.97 , pp. 489-509
    • Gravert, D.J.1    Janda, K.D.2
  • 74
    • 0029905917 scopus 로고    scopus 로고
    • Rapid combinatorial synthesis of aminoglycoside antibiotic mimetics: Use of a polyethylene glycol-linked amine and a neamine-derived aldehyde in multiple component condensation as a strategy for the discovery of new inhibitors of the HIV RNA rev responsive element
    • of outstanding interest. The utilization of polyethylene glycol resin in the synthesis of a library of complex neomycin B derivatives as potential inhibitors of the HIV RNA Rev responsive element is described.
    • Park WKC, Auer M, Jakshe H, Wong C-H. Rapid combinatorial synthesis of aminoglycoside antibiotic mimetics: use of a polyethylene glycol-linked amine and a neamine-derived aldehyde in multiple component condensation as a strategy for the discovery of new inhibitors of the HIV RNA rev responsive element. of outstanding interest J Am Chem Soc. 118:1996;10150-10155 The utilization of polyethylene glycol resin in the synthesis of a library of complex neomycin B derivatives as potential inhibitors of the HIV RNA Rev responsive element is described.
    • (1996) J Am Chem Soc , vol.118 , pp. 10150-10155
    • Park, W.K.C.1    Auer, M.2    Jakshe, H.3    Wong C-H4


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