屈螺酮中间体的合成工艺改进

An Improved Method for Synthesis of Intermediate of Drospirenone

以7α溴-5,6β-环氧-15β,16β-亚甲基-3β-新戊酰氯氧基-5β-雄甾烷-17-酮为原料,经过磺酰化、溴代、开环脱溴等步骤制得屈螺酮关键中间体5-羟基-15β,16β-亚甲基-3β-新戊酰氧基-5β-雄甾-6-烯-17-酮的方法。优化了合成路线中的磺酰化、溴代、开环脱溴等反应条件。结果表明,优化后的总收率可达66.8%。该方法操作简单,且产物结构经^(1)HNMR、^(13)CNMR、ESI-MS等检测方法确证。

This paper introduced a method for synthesis of 5-hydroxy-15β,16β-methylene-3β-pivaloyloxy-5β-androst-6-en-17-one,the key intermediate of drospirenone,with the starting material of 5,6β-epoxy-7β-hydroxy-15β,16β-methylene-3β-pivaloyloxy-5β-androst-17-one being introduced via process of sulfonylation,bromination,ring opening and debromination.The reaction conditions of sulfonylation,bromination,ring opening and debromination were optimized,and the total yield was increased to 66.8%.The method was simple to operate and the structure of the product was confirmed by ^(1)HNMR,^(13)CNMR and ESI-MS.