邻氯苯甘氨酸甲酯的拆分  

The Resolution of 2-Chlorophenyl Glycine Methyl Ester

作　　者：丁桂俐[1] 赵敏[1] 吴范宏[1] 余德飞[1] 陈建中[1] 

机构地区：[1]华东理工大学化学与分子工程学院,上海200237

出　　处：《广州化工》2007年第6期44-48,共5页GuangZhou Chemical Industry

摘　　要：目的是合成氯吡格雷的一种重要中间体(S)-(+)-邻氯苯甘氨酸甲酯,并将其拆分,得到有旋光活性的产物。方法是通过研究外消旋的邻氯苯甘氨酸甲酯在甲醇和丙酮的混合溶剂中,用L-(+)-酒石酸进行拆分的工艺;通过正交试验和条件实验得到了邻氯苯甘氨酸甲酯的拆分工艺是温度30℃,时间5 h,混合溶剂丙酮与甲醇的体积比为1:4,邻氯苯甘氨酸甲酯与L-(+)-酒石酸的摩尔比为1:1.1,此时一次性得到产物旋光为88°,产率大于90%;同时还尝试母液的套用,从2-(2-氯苯)甘氨酸开始,该工艺的总收率77.9%,此工艺具有良好的工业前景。（S）-（ ＋ ）-2-cholorophenyl glycine methyl seter, an important intermediates of clopidogrel, was synthesized, and the resolution of it got the product of optical rotation activity. Using L-（ ＋ ）-tartaric acid resolution, the racemic o-chlorophenyl glycine methyl ester mixed with the methanol and acetone solvent. The cross experimental method was applied in the process of the resolution of 2-ehlorophenyl glyeine methyl ester. The optimun resolution process condition was got： 30 ℃, 5 h, the mixture of acetone and methanol solvent volume ratio 1：4, and the mole ration of 2 - chlorophenyl glycine methy ester to L - （ ＋ ） - tartaric 1 ： 1.1. The resolution protess provide a yied above 90 % and the optical rotatiou was 88°. The （S）-（ ＋ ）-2-chlorophenyl glycine methyl ester was synthesized and got 77.9 % overall yield with 2-chlorophenyl glycine acide. This process has good industral prospects.

关 键 词：邻氯苯甘氨酸甲酯 L-(+)-酒石酸 拆分 正交实验法 

分 类 号：TQ465.1[化学工程—制药化工]