Zhou Jiang-fen
2014
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Journal
Journal of Yunnan University of Nationalities
Abstract
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.