Synthesis and conformation of proline containing tripeptides constrained with phenylalanine-like aziridine and dehydrophenylalanine residues

Tetrahedron Letters

Volumn 43, Issue 36, 2002, Pages 6461-6466

  Prabhakaran, E N ^a   Nandy, Jyoti Prokash ^a   Shukla, Shalini ^a   Tewari, Amit ^b   Kumar Das, Saibal ^b   Iqbal, Javed ^a,b,c  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^b DR REDDY S RESEARCH FOUNDATION   (India)

^c REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; PHENYLALANINE DERIVATIVE; PROLINE; TRIPEPTIDE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; SYNTHESIS;

EID: 0037009704     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01236-4     Document Type: Article

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13. ++1), 391, 345, 311, 257, 243, 148, 131, 107.
14. ++1), 472, 374, 243, 182.
15. ++1), 372, 276, 243, 131.
16. For β-turn see: (a) Ball, J. B.; Hughes, R. A.; Alewood, P. L.; Andrews, P. R. Tetrahedron 1993, 49, 3467 and references cited therein; (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374; (c) Kim. K.; Germanas, J. P. J. Org. Chem. 1997, 62, 2853; (d) Jones, I. G.; Jones, W.; North, M. J. Org. Chem. 1998, 63, 1505; (e) Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719.
17. For β-turn see: (a) Ball, J. B.; Hughes, R. A.; Alewood, P. L.; Andrews, P. R. Tetrahedron 1993, 49, 3467 and references cited therein; (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374; (c) Kim. K.; Germanas, J. P. J. Org. Chem. 1997, 62, 2853; (d) Jones, I. G.; Jones, W.; North, M. J. Org. Chem. 1998, 63, 1505; (e) Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719.
18. For β-turn see: (a) Ball, J. B.; Hughes, R. A.; Alewood, P. L.; Andrews, P. R. Tetrahedron 1993, 49, 3467 and references cited therein; (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374; (c) Kim. K.; Germanas, J. P. J. Org. Chem. 1997, 62, 2853; (d) Jones, I. G.; Jones, W.; North, M. J. Org. Chem. 1998, 63, 1505; (e) Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719.
19. For β-turn see: (a) Ball, J. B.; Hughes, R. A.; Alewood, P. L.; Andrews, P. R. Tetrahedron 1993, 49, 3467 and references cited therein; (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374; (c) Kim. K.; Germanas, J. P. J. Org. Chem. 1997, 62, 2853; (d) Jones, I. G.; Jones, W.; North, M. J. Org. Chem. 1998, 63, 1505; (e) Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719.
20. For β-turn see: (a) Ball, J. B.; Hughes, R. A.; Alewood, P. L.; Andrews, P. R. Tetrahedron 1993, 49, 3467 and references cited therein; (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374; (c) Kim. K.; Germanas, J. P. J. Org. Chem. 1997, 62, 2853; (d) Jones, I. G.; Jones, W.; North, M. J. Org. Chem. 1998, 63, 1505; (e) Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719.