SOLID-PHASE SYNTHESIS OF SMALL ORGANIC-MOLECULES BASED ON THIAZOLIDINE SCAFFOLD

被引：67

作者：

PATEK, M

DRAKE, B

LEBL, M

机构：

[1] Selectide Corporation, Tucson, AZ 85737

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

关键词：

D O I：

10.1016/0040-4039(95)00261-A

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Substituted thiazolidine-4-carboxylic acids were obtained by reaction of aldehydes with unprotected (R)-cysteine attached to the polymeric support via an ester bond. Subsequent transformation into N-acyl derivatives followed by alkaline hydrolysis provided almost exclusively the corresponding (2R,4R)-stereoisomer. A convenient solid phase synthesis of substituted thiazolidines, including an evaluation of aldehydes, conditions for N-acylation and S-oxidation as well as the stability of thiazolidines to reagents used in solid phase synthesis are described.

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页码：2227 / 2230

页数：4

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