ONE POT AMIDE/PEPTIDE-SYNTHESIS VIA 2 REDOX REACTIONS

被引：16

作者：

GHOSH, SK ^{[1
]}

SINGH, U ^{[1
]}

MAMDAPUR, VR ^{[1
]}

机构：

[1] BHABHA ATOM RES CTR,DIV BIOORGAN,BOMBAY 400085,INDIA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(00)77720-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and highly efficient one-pot self-regulated approach to amide/ peptide synthesis has been developed based on two redox reactions using azide as a latent amine component. For the first time, selenophenol, generated in situ has been found to be an effective reducing agent for the conversion of azides to amines.

引用

收藏

页码：805 / 808

页数：4

相关论文

共 24 条

[1] RACEMIZATION BY THE DICYCLOHEXYLCARBODIIMIDE METHOD OF PEPTIDE SYNTHESIS [J].

ANDERSON, GW ;

CALLAHAN, FM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (11) :2902-2903

[2]

Bodansky M., 1979, PEPTIDES, V1, P105

[3]

Bodanszky M., 1983, PEPTIDES, V5, P111

[4]

Bodanszky M, 1984, PRINCIPLES PEPTIDE S, P9

[5] ASYMMETRIC HALOGENATION OF CHIRAL IMIDE ENOLATES - A GENERAL-APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-AMINO-ACIDS [J].

EVANS, DA ;

ELLMAN, JA ;

DOROW, RL .

TETRAHEDRON LETTERS, 1987, 28 (11) :1123-1126

[6] THE TOTAL SYNTHESES OF THE ISODITYROSINE-DERIVED CYCLIC TRIPEPTIDES OF4949-III AND K-13 - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF K-13 [J].

EVANS, DA ;

ELLMAN, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) :1063-1072

[7] ELECTROPHILIC AZIDE TRANSFER TO CHIRAL ENOLATES - A GENERAL-APPROACH TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO-ACIDS [J].

EVANS, DA ;

BRITTON, TC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (22) :6881-6883

[8] NEW SYNTHETIC TRICKS - TRIPHENYLPHOSPHINE-MEDIATED AMIDE FORMATION FROM CARBOXYLIC-ACIDS AND AZIDES [J].

GARCIA, J ;

URPI, F ;

VILARRASA, J .

TETRAHEDRON LETTERS, 1984, 25 (42) :4841-4844

[9] MEASUREMENT OF RACEMIZATION IN PEPTIDE SYNTHESIS BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY [J].

HALPERN, B ;

CHEW, LF ;

WEINSTEIN, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (19) :5051-+

[10] FORMATION OF STYRYLGLYCINE AND DERIVATIVES FROM CYCLOPROPYLOGS OF PHENYLALANINE AND DIHYDROXYPHENYLALANINE - AUTHENTIC STYRYLGLYCINE [J].

HINES, JW ;

BREITHOLLE, EG ;

SATO, M ;

STAMMER, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1466-1469