Cefepime, BMY-28142, Axepim, Maxipime

头孢吡肟Chemical Name: [6R-[6alpha,7beta(Z)]]-1-[7-[(2-Amino-4-thiazolyl)(methoxyimino)acetylamino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-ylmethyl]-1-methylpyrrolidinium hydroxide inner salt; (6R,7R)-7-[2-(2-Aminothiazol-4-yl)-2(Z)-(methoxyimino)acetamido]-3-(1-methylpyrrolidiniomethyl)-3-cephem-4-carboxylate
CAS No. 88040-23-7
项目整合开发状态: Launched-1994
项目研究机构: Bristol-Myers Squibb (Originator), Elan (Licensee)
合成路线:The synthesis of [14C]-labeled cefepime has been reported:The cyclization of [14C]-thiourea (I) with 4-bromo-2-(methoxyimino)-3-oxobutyric acid ethyl ester (II) in ethanol gives 2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetic acid ethyl ester (III),which is hydrolyzed with NaOH in methanol to the corresponding free acid (IV).The esterification of (IV) with 1-hydroxybenzotriazole (V) by means of dicyclohexylcarbodiimide in THF affords the corresponding active ester (VI),which is condensed with 7-amino-3-(1-methylpyrrolidiniomethyl)-3-cephem-4-carboxylate (VII) by means of NaOH in THF-water and isolated as the sulfate salt (VIII).Finally,this compound is treated with triethylamine in N-methyl-2-pyrrolidone.