莫吉司坦的合成工艺的改进

Improvement in synthesis process of Moguisteine

目的:合成莫吉司坦,并对其合成工艺进行改进。方法:以愈创木酚甘油醚(2)为起始原料,经高碘酸氧化成醛,简单分离提取后与半胱胺盐酸盐环合得1,3-四氢噻唑,最后在脱水剂的作用下与丙二酸单乙酯进行酰胺化而制得目标化合物。结果:总收率为72.0%,结构经1 H-NMR和熔点确证。结论:改进后的工艺操作简便易行,同时最后一步酰胺化操作,用丙二酸单乙酯替代丙二酸单乙酯酰氯,降低了工业污染的可能性。

Objective-To improve the synthesis process of Moguisteine. Methods： The target com-pound was synthesized with guaifenesin as starting material. It was oxidized by periodic acid. 1,3-tetra- hydrothiazole was obtained by cyclization with cysteamine hydrochloride after simple extraction, and then amidated with monoethyl malonic acid under the reaction of dehydrating agent. Results. The overall yield was 72.0%, and the structure of final compoud was confirmed by 1H NMR and melting point. Conclu-sions： The process was simplified by modifying the reacting conditions, and at the same time, the proba-bility of industrial contamination should be decreased in the last step by using monoethyl malonate instead of ethyl malonyl chloride.