第 35 卷第 4 期 Vol. 35 No. 4 2005 年 8 月 Aug 2005

所属栏目：医药及中间体 手性拆分剂L-二苯甲酰酒石酸和L-二乙酰酒石酸的合成工艺研究

吕秀娟; 梅璐璐; 施小新(华东理工大学化学与制药学院)

摘　要：研究了手性拆分剂L-二苯甲酰酒石酸和L-二乙酰酒石酸的合成工艺及各种反应条件对收率和产物旋光纯度的影响。在路易斯酸催化下,L-酒石酸与苯甲酰氯及二氯亚砜作用生成L-二苯甲酰酒石酸酐,然后L-二苯甲酰酒石酸酐再水解成L-二苯甲酰酒石酸,二步总收率86%,旋光纯度大于99%;在硫酸催化下,L-酒石酸与乙酐作用生成L-二乙酰酒石酸酐,再水解成L-二乙酰酒石酸,二步总收率为75%,旋光纯度大于99%。

关键词：L-二苯甲酰酒石酸; L-二乙酰酒石酸; 手性拆分剂; 合成

中图分类号：TQ225.4　　文献标识码：A　　文章编号：1009-9212(2005)04-0012-03

Practical Syntheses of L-Dibenzoyltartaric Acid and L-Diacetyltartaric Acid

LU Xiu-juan; MEI Lu-lu; SHI Xiao-xin （College of Chemistry and Pharmaceutical Engineering; East China University of Science and Technology; Shanghai 200237; China）

Abstract：The processes for syntheses of L-dibenzoyltartaric acid and L-diacetyltartaric acid were studied. The Lewis acid catalyzed reaction of L-tartaric acid with benzoyl chloride in the presence of thionyl dichloride in toluene gave smoothly L-dibenzoyltartaric anhydride that was then treated with water to afford L-dibenzoyltartaric acid. Its total yield and optical rotation was 86% and 99%, respectively. The reaction of L-tartaric acid with acetic anhydride in the presence of catalytic amount of sulfuric acid ga...

Key words：L-dibenzoyltartaric acid; L-diacetyltartaric acid; chiral resolving agent; syntheses

基金项目：上海市教育发展基金(No03SG27)

收稿日期：2005-05-02

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