메뉴 건너뛰기




Volumn 6, Issue 3-4, 2003, Pages 245-250

A solid-phase approach towards the development of 3-aza-6,8-dioxabicyclo[3.2.1]octane scaffolds

Author keywords

Combinatorial chemistry; Library; Peptidomimetic; Resin; Scaffold; Solid phase synthesis

Indexed keywords

1 HYDROXYBENZOTRIAZOLE; 1,3 DIISOPROPYLCARBODIIMIDE; 1,8 DIAZABICYCLO[5.4.0]UNDEC 7 ENE; 3 AZA 6,8 DIOXABICYCLO[3.2.1]OCTANE; 4 (4 NITROBENZYL)PYRIDINE; ACETOPHENONE; AMINOALCOHOL; AMINOKETONE; AZODICARBOXYLIC ACID DIETHYL ESTER; BENZOTRIAZOLE DERIVATIVE; BICYCLO[3.2.1]OCTANE DERIVATIVE; CARBOHYDRATE DERIVATIVE; ESTER; ETHYLDIISOPROPYLAMINE; N,N DIMETHYLFORMAMIDE; TARTARIC ACID DERIVATIVE; TETRAHYDROFURAN; TRICHLOROACETIMIDIC ACID; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

EID: 0345871008     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:MODI.0000006781.31594.c2     Document Type: Conference Paper
Times cited : (6)

References (27)
  • 1
    • 0029065615 scopus 로고
    • Combinatorial synthesis - The design of compound libraries and their application to drug discovery
    • (a) Terrett, N. K., Gardner, M., Gordon, D. W., Kobylecki, R. J. and Steele, J., Combinatorial synthesis - The design of compound libraries and their application to drug discovery, Tetrahedron, 51 (1995) 8135-8173.
    • (1995) Tetrahedron , vol.51 , pp. 8135-8173
    • Terrett, N.K.1    Gardner, M.2    Gordon, D.W.3    Kobylecki, R.J.4    Steele, J.5
  • 3
    • 0000577984 scopus 로고    scopus 로고
    • The one-bead-one-compound combinatorial library method
    • (c) Lam, K. S., Lebl, M. and Krchnák, V., The one-bead-one-compound combinatorial library method, Chem. Rev., 97 (1997) 411-448.
    • (1997) Chem. Rev. , vol.97 , pp. 411-448
    • Lam, K.S.1    Lebl, M.2    Krchnák, V.3
  • 4
    • 0028318863 scopus 로고
    • Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis
    • (d) Gallop, M. A., Barrett, R. W., Dower, W. J., Fodor, S. P. A. and Gordon, E. M., Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, J. Med. Chem., 37 (1994) 1385-1401.
    • (1994) J. Med. Chem. , vol.37 , pp. 1385-1401
    • Gallop, M.A.1    Barrett, R.W.2    Dower, W.J.3    Fodor, S.P.A.4    Gordon, E.M.5
  • 5
    • 0000074870 scopus 로고    scopus 로고
    • Strategy and tactics in combinatorial organic synthesis. Applications to drug discovery
    • (e) Gordon, E. M., Gallop, M. A. and Patel, D. V., Strategy and tactics in combinatorial organic synthesis. Applications to drug discovery, Acc. Chem. Res., 29 (1996) 144-154.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 144-154
    • Gordon, E.M.1    Gallop, M.A.2    Patel, D.V.3
  • 6
    • 0028243847 scopus 로고
    • Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries
    • Gallop, M. A., Barrett, R. W., Dower, W. J., Fodor, S. P. A. and Gordon, E. M., Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries, J. Med. Chem., 37 (1994) 1233-1249.
    • (1994) J. Med. Chem. , vol.37 , pp. 1233-1249
    • Gallop, M.A.1    Barrett, R.W.2    Dower, W.J.3    Fodor, S.P.A.4    Gordon, E.M.5
  • 7
    • 7044263277 scopus 로고    scopus 로고
    • Synthesis and applications of small molecule libraries
    • (a) Thompson, L. A. and Ellman, J. A., Synthesis and applications of small molecule libraries, Chem. Rev., 96 (1996) 555-600.
    • (1996) Chem. Rev. , vol.96 , pp. 555-600
    • Thompson, L.A.1    Ellman, J.A.2
  • 8
    • 2842561522 scopus 로고    scopus 로고
    • Design synthesis, and evaluation of small molecule libraries
    • (b) Ellman, J. A., Design, synthesis, and evaluation of small molecule libraries, Acc. Chem. Res., 29 (1996) 132-143.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 132-143
    • Ellman, J.A.1
  • 9
    • 7444256652 scopus 로고    scopus 로고
    • The current status of heterocyclic combinatorial libraries
    • (c) Nefzi, A., ostersh, J. M. and Houghten, R. A., The current status of heterocyclic combinatorial libraries, Chem. Rev., 97 (1997) 449-472.
    • (1997) Chem. Rev. , vol.97 , pp. 449-472
    • Nefzi, A.1    Ostersh, J.M.2    Houghten, R.A.3
  • 10
    • 0030932342 scopus 로고    scopus 로고
    • Solid-phase synthesis of 1,4-benzodiazepine-2,5-diones. Library preparation and demonstration of synthesis generality
    • (d) Boojamra, C. G., Burow, K. M., Thompson, L. A. and Ellman, J. A., Solid-phase synthesis of 1,4-benzodiazepine-2,5-diones. Library preparation and demonstration of synthesis generality, J. Org. Chem., 62 (1997) 1240-1256.
    • (1997) J. Org. Chem. , vol.62 , pp. 1240-1256
    • Boojamra, C.G.1    Burow, K.M.2    Thompson, L.A.3    Ellman, J.A.4
  • 11
    • 0012876039 scopus 로고    scopus 로고
    • Synthesis of new enantiopure bicyclic γ/δ-amino acid (BTKa) derived from tartaric acid and α-amino acetophenone
    • Guarna, A., Bucelli, I., Machetti, F., Menchi, G., Occhiato, E. G., Scarpi, D. and Trabocchi, A., Synthesis of new enantiopure bicyclic γ/δ-amino acid (BTKa) derived from tartaric acid and α-amino acetophenone, Tetrahedron, 58 (2002) 9865-9870.
    • (2002) Tetrahedron , vol.58 , pp. 9865-9870
    • Guarna, A.1    Bucelli, I.2    Machetti, F.3    Menchi, G.4    Occhiato, E.G.5    Scarpi, D.6    Trabocchi, A.7
  • 12
    • 84984281414 scopus 로고
    • α-Chlorination of aromatic acetyl derivatives with benzyltrimethylammonium dichloroiodate
    • (a) Kajigaeshi, S., Kakinami, T., Moriwaki, M., Fujisaki, S., Maeno, K. and Okamoto, T., α-Chlorination of aromatic acetyl derivatives with benzyltrimethylammonium dichloroiodate, Synthesis, (1988) 545-546.
    • (1988) Synthesis , pp. 545-546
    • Kajigaeshi, S.1    Kakinami, T.2    Moriwaki, M.3    Fujisaki, S.4    Maeno, K.5    Okamoto, T.6
  • 13
    • 0347357688 scopus 로고
    • Selective bromination with copper (II) bromide
    • (b) King, L. C. and Ostrum, G. K., Selective bromination with copper (II) bromide, J. Org. Chem., 29 (1964) 3459-3461.
    • (1964) J. Org. Chem. , vol.29 , pp. 3459-3461
    • King, L.C.1    Ostrum, G.K.2
  • 14
    • 0033546090 scopus 로고    scopus 로고
    • Amino acid side chain attachment approach and its application to the synthesis of tyrosine-containing cyclic peptides
    • Cabrele, C., Langer, M. and Beck-Sickinger, A. G., Amino acid side chain attachment approach and its application to the synthesis of tyrosine-containing cyclic peptides, J. Org. Chem., 64 (1999) 4353-4361.
    • (1999) J. Org. Chem. , vol.64 , pp. 4353-4361
    • Cabrele, C.1    Langer, M.2    Beck-Sickinger, A.G.3
  • 15
    • 0032546147 scopus 로고    scopus 로고
    • Polymer-bound p-alkoxybenzyl trichloroacetimidates: Reagents for the protection of alcohols as benzyl ethers on solid-phase
    • Hanessian, S. and Xie, F., Polymer-bound p-alkoxybenzyl trichloroacetimidates: Reagents for the protection of alcohols as benzyl ethers on solid-phase, Tetrahedron Lett., 39 (1998) 733-736.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 733-736
    • Hanessian, S.1    Xie, F.2
  • 16
    • 0033579601 scopus 로고    scopus 로고
    • Monitoring the solid-phase synthesis of depsides and depsipeptides. A color test for hydroxyl groups linked to a resin
    • Kuisle, O., Lolo, M., Quiñoá, E. and Riguera, R., Monitoring the solid-phase synthesis of depsides and depsipeptides. A color test for hydroxyl groups linked to a resin, Tetrahedron, 55 (1999) 14807-14812.
    • (1999) Tetrahedron , vol.55 , pp. 14807-14812
    • Kuisle, O.1    Lolo, M.2    Quiñoá, E.3    Riguera, R.4
  • 17
    • 0000488612 scopus 로고
    • A qualitative test for monitoring coupling completeness in solid phase peptide synthesis using chloranil
    • Christensen, T., A qualitative test for monitoring coupling completeness in solid phase peptide synthesis using chloranil, Acta. Chem. Scand., B33 (1979) 763-766.
    • (1979) Acta Chem. Scand. , vol.B33 , pp. 763-766
    • Christensen, T.1
  • 18
    • 0001151375 scopus 로고
    • Non-invasive continuous monitoring of solid-phase peptide synthesis by acid-base indicator
    • Krchnák, V., Vágner, J., Safár, P. and Lebl, M., Non-invasive continuous monitoring of solid-phase peptide synthesis by acid-base indicator, Collect. Czech. Chem. Commun., 53 (1988) 2542-2548.
    • (1988) Collect. Czech. Chem. Commun. , vol.53 , pp. 2542-2548
    • Krchnák, V.1    Vágner, J.2    Safár, P.3    Lebl, M.4
  • 20
    • 0033583509 scopus 로고    scopus 로고
    • Stereoselective solid-phase synthesis of β-lactams - A novel cyclization/cleavage step towards 1-oxacephams
    • Furman, B., Thürmer, R., Kaluza, Z., Lysek, R., Voelter, W. and Chmielewski, M., Stereoselective solid-phase synthesis of β-lactams - A novel cyclization/cleavage step towards 1-oxacephams, Angew. Chem. Int. Ed., 38 (1999) 1121-1123.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1121-1123
    • Furman, B.1    Thürmer, R.2    Kaluza, Z.3    Lysek, R.4    Voelter, W.5    Chmielewski, M.6
  • 21
    • 0032567965 scopus 로고    scopus 로고
    • Solid phase synthesis of unsymmetrical secondary amines - Application to the synthesis of arylethanolamines and arylpropanolamines
    • Purandare, A. V. and Poss, M. A., Solid phase synthesis of unsymmetrical secondary amines - Application to the synthesis of arylethanolamines and arylpropanolamines, Tetrahedron Lett., 39 (1998) 935-938.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 935-938
    • Purandare, A.V.1    Poss, M.A.2
  • 22
    • 0028826307 scopus 로고
    • Synthesis of enantiopure N- and C-protected homo-β-amino acids by direct homologation of α-amino acids
    • Caputo, R., Cassano, E., Longobardo, L. and Palumbo, G., Synthesis of enantiopure N- and C-protected homo-β-amino acids by direct homologation of α-amino acids, Tetrahedron, 51 (1995) 12337-12350.
    • (1995) Tetrahedron , vol.51 , pp. 12337-12350
    • Caputo, R.1    Cassano, E.2    Longobardo, L.3    Palumbo, G.4
  • 23
    • 0037423172 scopus 로고    scopus 로고
    • Use of trichloroacetimidate linker in solid-phase peptide synthesis
    • Yan, L. Z. and Mayer, J. P., Use of trichloroacetimidate linker in solid-phase peptide synthesis, J. Org. Chem., 68 (2003) 1161-1162.
    • (2003) J. Org. Chem. , vol.68 , pp. 1161-1162
    • Yan, L.Z.1    Mayer, J.P.2
  • 24
    • 0028833961 scopus 로고
    • Reductive alkylation on a solid phase: Synthesis of a piperazinedione combinatorial library
    • (a) Steele, J. and Gordon, D. W., Reductive alkylation on a solid phase: Synthesis of a piperazinedione combinatorial library, Bioorg. Med. Chem. Lett., 5 (1995) 47-50.
    • (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 47-50
    • Steele, J.1    Gordon, D.W.2
  • 25
    • 0342993927 scopus 로고    scopus 로고
    • A Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines
    • (b) Szardenings, A. K., Burkoth, T. S., Look, G. C. and Campbell, D. A., A Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines, J. Org. Chem., 61 (1996) 6720-6722.
    • (1996) J. Org. Chem. , vol.61 , pp. 6720-6722
    • Szardenings, A.K.1    Burkoth, T.S.2    Look, G.C.3    Campbell, D.A.4
  • 26
    • 0000844109 scopus 로고    scopus 로고
    • Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
    • Abdel-Magid, A. F., Carson, K. G., Harris, B. D., Maryanoff, C. A. and Shah, R. D., Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures, J. Org. Chem., 61 (1996) 3849-3862.
    • (1996) J. Org. Chem. , vol.61 , pp. 3849-3862
    • Abdel-Magid, A.F.1    Carson, K.G.2    Harris, B.D.3    Maryanoff, C.A.4    Shah, R.D.5
  • 27
    • 0001221237 scopus 로고    scopus 로고
    • Large scale synthesis of cyclodiphospho-D-glycerate
    • Earle, M. J., Abdur-Rashid, A. and Priestley, N. D., Large scale synthesis of cyclodiphospho-D-glycerate, J. Org. Chem., 61 (1996) 5697-5700.
    • (1996) J. Org. Chem. , vol.61 , pp. 5697-5700
    • Earle, M.J.1    Abdur-Rashid, A.2    Priestley, N.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.