Cefotetan disodium, ICI-156834(free acid), YM-09330, Cefotan, Apatef, Yamatetan

头孢替坦Chemical Name: 7beta-[4-(Carbamoylcarboxylatomethylene)-1,3-dithietan-2-yl]carboxamido-7alpha-methoxy-3-(1-methyltetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid disodium salt; (6R,7S)-7-[4-(Carbamoylcarboxymethylene)-1,3-dithietane-2-carboxamido]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid disodium salt; [6R-(6alpha,7alpha)]-7-[[[4-(2-Amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid disodium salt
CAS No. 69712-56-7 (free acid)
项目整合开发状态: Launched-1984
项目研究机构: AstraZeneca (Originator), Yamanouchi (Originator)
合成路线:The condensation of 4-carboxy-3-hydroxy-5-mercaptoisothiazol (I) with 7beta-bromoacetamido-7alpha-methoxycephalosporanic acid (II) gives 7beta-(4-carboxy-3-hydroxyisothiazol-5-yl)thioacetamido-7alpha-methoxycephalosporanic acid (III),which by treatment with NaHCO3 in hot water is converted into 7beta-[4-(carbamoyl)(carboxy)methylene-1,3-dithietan-2-yl]carboxamido-7alpha-methoxycephalosporanic acid (IV).Finally,this compound is condensed with 5-mercapto-1-methyltetrazol (V) by means of Na2CO3 in water.