First total synthesis of astin G

被引:11
作者
Schumacher, KK
Hauze, DB
Jiang, JJ
Szewczyk, J
Reddy, RE
Davis, FA
Joullié, MM [1 ]
机构
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
[2] Abbott Labs, Abbott Pk, IL 60064 USA
[3] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
基金
美国国家科学基金会;
关键词
peptides; amino acids and derivatives; macrocycles;
D O I
10.1016/S0040-4039(98)02423-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The astin family of cyclopentapeptides contains several noncoded amino acids, including beta-phenylalanine, alpha-aminobutyric acid and several substituted prolines. The difficult cyclization of the macrocycle and the subsequent first total synthesis of a member of this family, astin G, are discussed herein. This synthesis provides a model for the syntheses of the astins which contain the highly sensitive 3,4-dichloroproline. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:455 / 458
页数:4
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