A simplified synthesis of the diastereomers of Levuglandin E2

被引：26

作者：

Amarnath, V

Amarnath, K

Masterson, T

Davies, S

Roberts, LJ

机构：

[1] Vanderbilt Univ, Ctr Med, Dept Pathol, Nashville, TN 37232 USA

[2] Vanderbilt Univ, Ctr Med, Dept Pharmacol, Nashville, TN 37232 USA

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 03期

基金：

美国国家卫生研究院;

关键词：

Levuglandin E-2; dimethyl acetal of reactive aldehyde; montmorillonite deprotection;

D O I：

10.1081/SCC-200048945

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report a synthesis of Levuglandin E-2, as a mixture of easily separable diastereomers (15-E-2-isoketals). The key feature is the protection of its reactive aldehyde as dimethyl acetal, which is introduced with 2,2-dimethoxyethanal and removed in minutes with Montmorillonite K-10. The synthesis could be modified to the preparation of 15-E-2-isoketals with stable isotopes or with radiolabels.

引用

页码：397 / 408

页数：12

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