一水合-L-(2R,3R)-(-)-二苯甲酰酒石酸的合成  

Synthesis of L-(2R,3R)-(-)-Dibenzoyl Tartaric Acid Monohydrate

作　　者：李雯[1] 赵君颖[2] 章亚冬[1] 胡国勤[1] 赵文恩[1] 

机构地区：[1]郑州大学化工学院,河南郑州450002 [2]河南省中医学院第二附属医院,河南郑州450008

出　　处：《郑州大学学报（工学版）》2006年第2期62-64,共3页Journal of Zhengzhou University（Engineering Science）

基　　金：河南省自然科学基金资助项目(511020800)

摘　　要：一水合-L-(2R,3R)-(-)-二苯甲酰酒石酸是重要的手性药物拆分剂,但其价格昂贵,因此,我们对其合成方法进行了研究.采用2R,3R-酒石酸、苯甲酸、亚硫酰氯为原料,苯甲酰化伴随脱水反应生成二苯甲酰酒石酸酐,然后酸酐水解得到目标产物,以酒石酸计,一水合二苯甲酰酒石酸的总收率为70.9%,该方法采用亚硫酰氯将反应生成的苯甲酸酰化后重新利用,反应收率高、后处理简便.产物结构经旋光度的测定,与报道结果一致.该方法工艺条件易于控制,污染少.The preparation of chiral drugs is a significant field of new drug research and application at present. L - （2R, 3R） - （ - ） - dibenzoyl tartaric acidmonohydrate is an important resolute reagent with a high price. So,it is vital to study the improvement of its synthesis. Dibenzoyl tartaric anhydride was synthesized from tartaric acid , benzoic acid and thionyl chloride as raw material by benzoylation and dehydration. Then, dibenzoyl tartaric acid monohydrate could be obtained by hydrolysis. The total yield reached 70.9 % calculated from tartaric acid. Benzoic acid that created by the reaction could be re - applied by benzoylation with thionyl chloride in this process. The process has the advantages of high yield and simple operation. Structure of the resultants was identified by optical rotation which agreed with the literature. The process condition was easy to control, and there was little pollution. This method had a good prospect of industrial application.

关 键 词：酒石酸 苯甲酸 亚硫酰氯 二苯甲酰酒石酸 合成 

分 类 号：O621.3[理学—有机化学]