帕尼培南的合成工艺改进

Improved synthesis of panipenem

目的改进帕尼培南的合成工艺。方法以对硝基苄醇为起始原料,经酯化、重氮化、环合、缩合、脱保护等6步反应得到目标化合物帕尼培南。结果与结论目标化合物的总收率为24.5%(以对硝基苄醇计),其结构经核磁共振氢谱和元素分析数据确证。改进后的工艺简化了各步操作,条件温和,有利于规模化生产。

Panipenem is a new carbapenem antibiotics for the treatment of inflammation caused by sensitive bacteria.Its synthetic route was optimized and improved.The target compound was obtained from p-nitrobenzy1 alcohol as starting material by esterification,enolization,condenation with 4-AA,cyclization to intermediate,then condenation with（S）-1-（p-nitrobenzyloxycarbonyl）ethylimino-3-mercaptopyrrolidine and deprotection reactions.The overall yield was 24.5%（based on p-nitrobenzyl alcoho1） via six reaction.The chemical structure of panipenem were characterized by MS,NMR and element analysis.Compared with the synthetic process reported in the literature,this synthetic route is simple and suitable for industrialized production with lower cost,lower pollution and higher yield.