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新产品编号:1397415

Chemical Name: 7-[2-(2-Aminothiazolyl-4-yl)-2(Z)-(methoxyimino)acetamido]-3-(3-chloroisoxazol-5-ylvinyl)-3-cephem-4-carboxylic acid sodium salt
项目整合开发状态: Biological Testing
项目研究机构: Korea Inst. Sci. Technol. (Originator)
合成路线:Trityl protected 2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid (I) was coupled to 7-amino-3-(chloromethyl)cephalosporanic acid p-methoxybenzyl ester (II) using POCl3 and pyridine to give amide (III).This was converted to phosphonium salt (IV) upon treatment with triphenylphosphine and NaI.Subsequent Wittig reaction of (IV) with 3-chloroisoxazole-5-carbaldehyde (V) produced the corresponding vinyl isoxazole as a mixture of geometrical isomers,from which the major trans isomer (VI) was separated by flash column chromatography.Finally,deprotection of both trityl and p-methoxybenzyl groups of (VI) by means of trifluoroacetic acid afforded the title compound,which was isolated as the sodium salt.
📌 参考资料/链接:
参考文献标题:Studies on novel 3-isoxazolylvinylcephalosporins: I.Synthesis and biological activity of 7-[2-(2-aminothiazol-4-yl)-2-(alkoxy)iminoacetamido] derivatives
文献作者:Choi,K.I.; Cha,J.H.; Pae,A.N.; Cho,Y.S.; Chang,M.H.; Koh,H.Y.
参考来源:J Antibiot 1998,51(12),1117