改进(R)-N-乙酰四氢噻唑-2-硫酮-4-羧酸的纯化方法并拆分D,L-对羟基苯甘氨酸

目的 改进新型手性拆分试剂(R)-N-乙酰四氢噻唑-2-硫酮-4-羧酸(R)-N-Ac-TTCA]的纯化方法,拆分外消旋氨基酸.方法 使用重结晶法提纯(R)-N-Ac-TTCA,在三乙胺存在下,用其拆分外消旋对羟基苯甘氨酸.结果 (R)-N-Ac-TTCA的产率提高了20.5%,比旋光度为-65.2(c 0.20,EtOH),比原来提高8.4%.应用其拆分D,L-对羟基苯甘氨酸得到D-对羟基苯甘氨酸的同时也得到了L-对羟基苯甘氨酸.结论 重结晶的方法简便有效,用(R)-N-Ac-TTCA拆分D,L-对羟基苯甘氨酸可行.

Optimizing the technique process of raceme p-hydroxyphenylglycine and separating D,L-P-hydroxyphenylglycine acid as a resolving agent

OBJECTIVE To optimize technique process of(R)-N-acetylthiazolidine-2-thione-4-carboxylic acid(R)-NAc-TTCA] and it was uesd to separate raceme amino acid.METHODS(R)-N-Ac-TTCA was purified by recrystalling,and the recognition reaction of(R)-N-Ac-TTCA with raceme amino acid in the presence of Et3N as the solvent.RESULTS The yield and specific polarity of the product were both higher than those of other methods.The separation of D,L-p-hydroxyphenylglycine got both optical enantiomeric excess of D-p-hydroxyphenylglycine and the enantiomeric excess of L-p-acetylhydroxyphenylglycine.CONCLUSION The method of recrystalling is simple and feasible.The product of separation reaction is of great use.