头孢布烯关键中间体7β位侧链的合成及结构表征  

Synthesis and Structure Validation of the Key Intermediate 7β-Side Chain of Ceftibuten

作　　者：马红梅[1] 徐仲玉[1] 阎泉香[2] 单耀庭[1] 汤慧凌[1] 

机构地区：[1]华东理工大学药学院,上海200237 [2]沈阳电视大学理工系,辽宁沈阳110003

出　　处：《精细化工中间体》2007年第5期40-42,55,共4页Fine Chemical Intermediates

摘　　要：通过对相关文献进行总结归纳,介绍了第三代口服头孢菌素类药物头孢布烯的药理作用,并探索出合成其7β位侧链的实验室方法,即以2-(2-氨基噻唑-4-基)乙酸乙酯为原料,经酰化、水解、酯化、缩合、分离等过程制得目标化合物4-(3-甲基-2-丁烯-1-氧酰基)-(Z)-2-(2-苯乙酰氨基噻唑-4-基)-2-丁烯酸,总收率为30%。Ceftibuten belongs to the third generation of oral cephalosporin whose antibacterial spectrum is wide, even effective to Pseudomonas aeruginosa. The pharmacological effect of Ceftibuten was concisely introduced by reviewing the relevant literatures, and the synthetic route of the side chain of Ceftibuten was reported in this paper. The target compound 4-（3-methyl-2-buten-1--oxoacyl）-（Z）-2-（2-phenylacet aminothiazol-4-yl）-2-butenoic acid could be prepared favorably from the starting material ethyl 2-（2-aminothiazol--4-yl） acetate through acylation, hydrolysis, esterification and condensation.The total yield was up to 30% based on ethyl 2-（2-aminothiazol--4-yl） acetate. The products were characterized by IR, MS and 1^H NMR

关 键 词：头孢菌素 抗菌活性 侧链 合成 

分 类 号：R978.11[医药卫生—药品]