A convergent synthesis of poststatin: Application of the acyl cyanophosphorane coupling procedure in the formation of a peptidic alpha-keto amide.

被引:38
作者
Wasserman, HH
Petersen, AK
机构
[1] Department of Chemistry, Yale University, New Haven
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(96)02488-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent synthesis of the pentapeptide poststatin has been developed. The key step involves oxidative cleavage of an acyl cyanophosphorane. The resulting alpha,beta-diketo nitrile is then coupled to the free amine of a C-terminal-dipeptidyl component to generate the protected natural product. Deprotection by hydrogenolysis furnishes poststatin. Copyright (C) 1997 Elsevier Science Ltd. (C) 1997, Elsevier Science Ltd.
引用
收藏
页码:953 / 956
页数:4
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