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

所屬欄目:醫藥及中間體

手性拆分劑L-二苯甲酰酒石酸和L-二乙酰酒石酸的合成工藝研究
呂秀娟; 梅璐璐; 施小新(華東理工大學(xué)化學(xué)與制藥學(xué)院)
摘 要:研究了手性拆分劑L-二苯甲酰酒石酸和L-二乙酰酒石酸的合成工藝及各種反應條件對收率和產(chǎn)物旋光純度的影響。在路易斯酸催化下,L-酒石酸與苯甲酰氯及二氯亞砜作用生成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,二步總收率86%,旋光純度大于99%;在硫酸催化下,L-酒石酸與乙酐作用生成L-二乙酰酒石酸酐,再水解成L-二乙酰酒石酸,二步總收率為75%,旋光純度大于99%。
關(guān)鍵詞:L-二苯甲酰酒石酸; L-二乙酰酒石酸; 手性拆分劑; 合成
中圖分類(lèi)號:TQ225.4  文獻標識碼:A  文章編號: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
基金項目:上海市教育發(fā)展基金(No03SG27)
收稿日期:2005-05-02
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