ACTIVATION OF CARBOXYLIC-ACIDS BY PYROCARBONATES - APPLICATION OF DI-TERT-BUTYL PYROCARBONATE AS CONDENSING REAGENT IN THE SYNTHESIS OF AMIDES OF PROTECTED AMINO-ACIDS AND PEPTIDES

被引:73
作者
POZDNEV, VF
机构
[1] Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, Moscow
关键词
D O I
10.1016/0040-4039(95)01412-B
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Amides formation from protected amino acids and peptides was achieved in an easy and convenient one-pot procedure using di-tert-butyl pyrocarbonate as activating agent in the presence of pyridine and ammonium hydrogencarbonate. The method gave good yields and did not induce racemization during the amidation of urethane protected amino acids.
引用
收藏
页码:7115 / 7118
页数:4
相关论文
共 12 条
[1]   1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].
CARPINO, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398
[2]  
FRUTON JS, 1942, J BIOL CHEM, V145, P871
[3]  
GALAVERNA G, 1993, INT J PEPT PROT RES, V43, P53
[4]   SYNTHETIC STUDIES OF BACITRACIN .6. SYNTHESIS OF UNPROTECTED THIAZOLINE PEPTIDES [J].
HIROTSU, Y ;
SHIBA, T ;
KANEKO, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1970, 43 (05) :1564-+
[5]  
IZUMIYA N, 1956, J BIOL CHEM, V218, P59
[6]  
MIYAZAWA T, 1992, INT J PEPT PROT RES, V40, P49
[7]   CONVENIENT SYNTHESIS OF N-PROTECTED AMINO-ACID AMIDES [J].
NOZAKI, S ;
MURAMATSU, I .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (07) :2647-2648
[8]  
POZDNEV VF, 1984, BIOORG KHIM+, V10, P912
[9]  
POZDNEV VF, 1994, INT J PEPT PROT RES, V44, P36
[10]  
POZDNEV VF, 1983, ZH ORG KHIM+, V19, P882