Objective To study the synthesis of S - (+) - Methyl -α- (2-Thienylethylamino) (2-Chlorophenyl) Aectate. Methods S - (+) - Methyl -α- (2-Thienylethylamino) (2-Chlorophenyl) Aectate was synthesised by using (+) - Tartrate of Methyl (+) -α- Amino (2-chlorophenyl) Acetate and 2 - (2-Thienyl) Ethyl toluene - p - sulphonate as starting materials by neutralization reaction, nucleophilic substitution reaction and etc.. The effect of molar ratio of (+) - Tartrate of Methyl (+) - α- Amino (2-Chlorophenyl) Acetate to 2 - (2-Thienyl) Ethyl toluene - p - sulphonate, solvent and acid acceptor on the yield of S - (+) - Methyl -α-(2-Thienylethylamino) (2-Chlorophenyl) Acetate were investigated. Results The chemical structure of the target compound was confirmed by 1H-NMR, 13C NMR. The yield of title compound was 80% and its HPLC purity was not less than 99% under the optimum reaction conditions of n [(+) - Tartrate of Methyl (+) -α-Amino (2-Chlorophenyl) Acetate)] : n [(2 - (2-Thienyl) Ethyl toluene - p - sulphonate)]=2:l, acetonitrile for solvent and dipotassium hydrogen phosphate for acid acceptor. Conclusion This article can provide a more reasonable route for the production process of S - (+) - Methyl -α- (2-Thienylethylamino) (2-Chlorophenyl) Aectate.%目的 研究氯吡格雷的中间体(S)-(+)-(2-噻吩乙胺基)(2-氯苯基)乙酸甲酯的合成.方法以(S)-邻氯苯甘氨酸甲酯的酒石酸盐、噻吩乙醇对甲苯磺酸酯等为原料,经中和、亲核取代反应合成目标化合物,考察溶剂、缚酸剂、原料比对产率的影响.结果目标化合物经1H-NMR、13C-NMR确证化学结构,确定了最佳实验条件为原料比(氨基酸酯∶磺酸酯)为2∶1、溶剂为乙腈、缚酸剂为磷酸氢二钾,产率达到80%,纯度高达99%.结论本研究为(S)-(+)-2-噻吩乙胺基-2-氯苯基乙酸甲酯的工业化生产提供了较为合理的工艺路线,也为氯吡格雷生产提供了合格的原料.
展开▼
