格列齐特的合成  

The Synthesis of Gliclazide

作　　者：赵武群 范铮[2] 刘加庚[3] 

机构地区：[1]浙江工业大学药学院,浙江杭州310014 [2]浙江工业大学海洋学院,浙江杭州310014 [3]浙江大学化学系,浙江杭州310027

出　　处：《浙江化工》2014年第10期15-19,共5页Zhejiang Chemical Industry

摘　　要：格列齐特(Gliclazide)是最具代表性的第二代磺酞脉类口服降糖药。本文在前人合成方法基础上寻找一条更适合工业化生产的合成路线。以价格低廉易得的1,2-环戊烷邻二甲酸酐为原料,与80%水合肼缩合得到N-氨基-1,2-环戊烷邻二甲酰亚胺,然后经硼氢化钠及三氯化铝还原得到六氢-2-环戊并吡咯基胺,最后与对甲苯磺酰脲缩合得到1-(六氢环戊[c]吡咯一2(1H)-基)-3-(4-甲基苯基)磺酰基脲,即格列齐特。收率达56.76%,是一条步骤短且原料廉价安全的格列齐特合成路线。Gliclazide is the most representative of the second generation sulfonated phthalein vein type of oral medications. Based on the synthesis method of predecessors, this paper sought a synthetic route which was more suitable for industrial production. Starting from the cheap and available 1, 2-cyclopentane dicarboxylic anhydride, condensed with 80% hydrazine hydrate to give N-amino 1, 2-cyclopentane dicarboximide, then reduced tohexahydro-2-cyclopenta pyrrolamine with sodium borohydride and aluminum chloride. 1-（Hexahgdrocycloxpenta[c]pyrrol-2（1H）-yl）-3-[（methylphengl） sulphonyl] urea, Gliclazide, was got by condensation of hexahydro-2-cyclopenta pyrrolamine and p-toluenesulfonyl urea. The yield was 56.76%.It＇s a synthetic route which has brief reaction steps and cheap and safe raw materials.

关 键 词：格列齐特 合成 1 2-环戊烷邻二甲酸酐 

分 类 号：TQ463[化学工程—制药化工]