泰比培南侧链合成工艺改进

报道了一种改进的泰比培南侧链合成方法.以苄胺和环氧氯丙烷为起始原料,经取代开环,N-烷基化反应构建四元环分子骨架,该中间体再经氢化、N-叔丁氧羰基化、O-甲烷磺酰化、取代反应、成盐等8步操作合成泰比培南侧链,总收率24.3%.与现有方法相比,反应条件温和,操作简便,试剂廉价易得.

An improved synthesis of the side chain of tebipenem

Aiming at improving the synthetic process of the side chain of tebipenem and employing benzylamine and epichlorohydrin as starting materials,a four- membered ring was constructed as the molecular framework via ring-opening substitution and N- alkylation. Subsequently,this intermediate was transformed into the side chain of tebipenem through 8 synthetic steps,e. g. hydrogenation,N- tert- butoxycarbonylation,O- mesylation,substitution and saltification; starting from benzylamine,the side chain of tebipenem was prepared via 10 steps with a total yield of 24. 3%; an improved method for the synthesis of the side chain of tebipenem was developed. Compared with the known methods,the new synthetic approach has the advantages of a mild reaction condition,simple operation and cheap chemical reagents,thus showing a promising prospect.