盐酸头孢甲肟的合成  

Synthesis of cefmenoxime hydrochloride

作　　者：李爱军[1] 周雪琴[1] 李巍[1] 刘东志[1] 

机构地区：[1]天津大学化工学院,天津300072

出　　处：《中国抗生素杂志》2005年第3期147-148,192,共3页Chinese Journal of Antibiotics

摘　　要：以7-氨基头孢烷酸(7-ACA)为原料,与2-(2-氨基噻唑-4-基)-(顺式)-2-甲氧亚胺乙酰硫代苯并噻唑活性酯(5)在95%乙醇中于5℃反应4h生成头孢噻肟酸(3),收率90%,3在50%水-丙酮溶液中碳酸钠存在下与5-巯基-1-甲基-1H-四氮唑(4)在55℃反应3.5h生成头孢甲肟酸(2),收率71.4%,而后2与盐酸乙醇溶液在5℃成盐得到盐酸头孢甲肟(1),收率91.5%。三步反应总收率58.8%。Cefmenoxime Hydrocholide (1) was synthesized from 7-Aminocephalosporanic acid (7-ACA) in three steps. Firstly, 7-ACA reacted with S-benzothiazol-2-yl(2-amino-4-thiazolyl)-(methoxyimino) thioacetate (5) at 5℃ for 4h in 95% ethanol to yield cefatoxime acid (3) (90%). Then cefmenoxime acid (2) was prepared by the reaction of (3) and 5-Mercapto-1-Methyl-1H-Tetrazole (4) at 55～60℃ for 3.5h in 50% acetone-water (71.4%). Finally, compound (2) was acidified with HCl-Ethanol at 5℃ to yield (1) (91.5%). Thus the object compound was obtained in 58.8% of the total yield.

关 键 词：7-ACA 盐酸头孢甲肟 头孢噻肟酸 头孢菌素 合成 

分 类 号：R978.1[医药卫生—药品]