无需偶联试剂的β3-寡肽的迭代水相合成。

Iterative, aqueous synthesis of beta3-oligopeptides without coupling reagents.

作者信息

Carrillo Nancy, Davalos Eric A, Russak Justin A, Bode Jeffrey W

机构信息

Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106-9510, USA.

出版信息

J Am Chem Soc. 2006 Feb 8;128(5):1452-3. doi: 10.1021/ja057706j.

DOI:10.1021/ja057706j

PMID:16448107

Abstract

The chemoselective synthesis of amides by decarboxylative couplings of alpha-ketoacids and isoxazolidines makes possible an iterative approach to poly-beta3-peptides. Peptide assembly occurs under aqueous conditions and requires no coupling reagents. The requisite isoxazolidine monomers are prepared in enantiopure form by a convenient two-step protocol starting from the appropriate aldehydes.

摘要

通过α-酮酸与异恶唑烷的脱羧偶联进行酰胺的化学选择性合成，使得对聚-β3-肽进行迭代合成成为可能。肽组装在水性条件下进行，无需偶联试剂。所需的异恶唑烷单体通过从合适的醛开始的简便两步法以对映体纯的形式制备。