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青霉素和头孢菌素均为β-内酰胺类抗生素,具有相似的化学结构,1963年R.B.Morin等首先把青霉素S-氧化物扩环为脱乙酰氧基头孢菌素。后来,因脱乙酰氧基头孢菌素在临床上有其优点,引起了青霉素S-氧化物扩环的广泛研究。本文拟就青霉素扩环为脱乙酰氧基头孢菌素的方法作一综述。磺酸及其盐类的催化扩环苯氧甲基青霉素S-氧化物甲酯Ⅰ(R=C_6H_5OCH_2CONH,R′=OCH_3)与对甲苯磺酸在甲苯溶液中加热,扩环生成脱乙酰氧基头孢菌素甲酯Ⅱ(R=C_6H5OCH_2CONH,
Both penicillins and cephalosporins are β-lactam antibiotics, with similar chemical structures. In 1963 R.B. Morin first expanded penicillin S-oxide to deacetoxycephalosporin. Later, deacetyloxy cephalosporins have their clinical advantages, causing widespread research on the expansion of penicillin S-oxide. In this paper, the method of expanding penicillin to deacetoxycephalosporins is reviewed. Sulfonic acid and its salts catalyzed expansion of phenoxymethyl penicillin S-oxide methyl ester Ⅰ (R = C_6H_5OCH_2CONH, R ’= OCH_3) and p-toluenesulfonic acid in toluene solution heating, ring expansion deacetyloxy Cephalosporin methyl ester II (R = C_6H5OCH_2CONH,