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An improved method for preparation of cefpodoxime proxetil.
Il Farmaco Pub Date : 2003-05-01 , DOI: 10.1016/s0014-827x(03)00051-x
Juan C Rodríguez 1 , Ricardo Hernández , Maritza González , Zalua Rodríguez , Blanca Tolón , Hermán Velez , Bárbara Valdés , Miguel A López , Adamo Fini
Affiliation  

Cefpodoxime proxetil, a third-generation cephalosporin for oral administration, was synthesized by a method based on the following sequence of reactions: acylation of 7-aminocephalosporanic acid (7-ACA) with S-benzothiazol-2-yl(2-amino-4-thiazolyl)(methoxyimino)thioacetate (MAEM), chloroacetylation of the cefotaxime formed with chloroacetyl chloride, esterification of the acid function with 1-iodoethyl isopropyl carbonate and final cleavage of chloroacetamide protective group by treatment with thiourea in N,N-dimethylacetamide. The developed procedure allows us to obtain better yields of cefpodoxime proxetil and to eliminate the final purification step by column chromatography, necessary during the synthesis of this antibiotic by the previously reported methods.

中文翻译:


一种改进的头孢泊肟酯的制备方法。



头孢泊肟酯是第三代口服头孢菌素,通过基于以下反应序列的方法合成:用S-苯并噻唑-2-基(2-氨基-4)酰化7-氨基头孢菌酸(7-ACA) -噻唑基)(甲氧基亚氨基)硫代乙酸酯 (MAEM),用氯乙酰氯形成头孢噻肟的氯乙酰化,用碳酸 1-碘乙基异丙酯进行酸官能团的酯化,最后通过在 N,N-二甲基乙酰胺中用硫脲处理来裂解氯乙酰胺保护基。所开发的程序使我们能够获得更高的头孢泊肟酯收率,并消除了通过柱色谱法进行的最终纯化步骤,这在通过先前报道的方法合成该抗生素期间是必需的。
更新日期:2019-11-01
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