D-对羟基苯甘氨酸的制备  

The Preparation of D-4-Hydroxyphenylglycine

作　　者：张大帅[1] 穆帅[2] 牛端[1] 刘颖[3] 王平保[3] 刘登科[3] 

机构地区：[1]天津医科大学研究生院,天津300070 [2]天津大学化工学院,天津300072 [3]天津药物研究院天津市新药设计与发现重点实验室,天津300193

出　　处：《精细化工中间体》2013年第2期33-36,共4页Fine Chemical Intermediates

基　　金：国家科技重大专项"重大新药创制"课题(2013ZX09102014)

摘　　要：采用乙醛酸法合成DL-对羟基苯甘氨酸,再用氯化亚砜法将DL-对羟基苯甘氨酸酯化后与L-(+)-酒石酸成盐,甲醇做溶剂,水杨醛作消旋剂,利用不对称转化法制得D-对羟基苯甘氨酸甲酯酒石酸盐,经水解,中和得到D-对羟基苯甘氨酸。考察了酯化条件及消旋剂的用量,并对水解条件进行了优化。拆分总收率为70.7%,光学纯度99.8%。同时,采用1H NMR对化合物物结构进行了表征。DL-p-Hydroxyphenylglycine was synthesized from phenol and glyoxylic acid and converted into its methyl ester by reaction with SOCl2 and methanol.After treatment with（＋）-tartaric acid,the methyl D-p hydroxyphenylglycinate（＋）-tartrate was obtained.The tartrate was hydrolyzed in alkaline solution and then neutralized to form the D-hydroxyphenylglycine.The L-hydroxyphenylglycine was racemized in methanol with salicylaldehyde.The resolution yield was up to 70.7% with 99.8%e.e.

关 键 词：对羟基苯甘氨酸 不对称转化 拆分 

分 类 号：TQ465[化学工程—制药化工]