(S)-(-)-氨磺必利-D-(-)-酒石酸盐的合成

Synthesis of D-(-)tratrate of (S)-(-)-amisulpride

目的研究(S)-(-)-氨磺必利-D-(-)-酒石酸盐的制备方法。方法以4-氨基-2-甲氧基-5-巯基苯甲酸为原料,经乙基化、氧化得4-氨基-2-甲氧基-5-乙基磺酰基苯甲酸(4),另由1-乙基-2-氨甲基吡咯烷经D-(-)-酒石酸拆分得S-(-)-1-乙基-2-氨甲基吡咯烷(6),4与6缩合制得S-(-)-氨磺必利(7),再与D-(-)-酒石酸成盐制得目标物S-(-)-氨磺必利-D-(-)-酒石酸盐(1)。总收率达25%(以4-氨基-2-甲氧基-5-巯基苯甲酸计算)。结果所得产物经元素分析,红外光谱、核磁共振谱及质谱确证了结构。结论本方法原料易得,反应条件温和,产品质量易控制。

OBJECTVIE To study the synthetic method of D-（-）tratrate of （S）-（-）-amisulpride. METHODS （S）-（-）-amisulpride（7） was synthesized from 4-amino-2-methoxy-5-mercaptobenzoic acid via alkylation and oxidation to give 4-amino-2-methoxy-5-ethylsulphonyl benzoic acid（4） which was subjected to condensation with S-（-）-1-ethyl-2-aminomethyl-pyrrolidine（6）. Compound 6 was separated from 1-ethyl-2-aminomethyl-pyrrolidine by D-（-）-tartaric acid. The object product （1） was prepared from 7 and D-（-）-tartaric acid via salification with an overall yield of 25% based on 4-amino-2-methoxy-5-mercaptobenzoic acid. RESULTS Chemical structure of product was confimed by element analysis, IR, 1H-NMR and MS. CONCLUSION The process has the advantages of raw material obtained easily, mild reaction, quality controlled easily and suitable for industrial production.