FR-193879

(6R,7R)-3-[4-(氨甲酰甲基)噻唑-2-酰磺酰]-7-(2-苯乙酰胺)-3-头孢氨-4-羧酸Chemical Name: (6R,7R)-3-[4-(Carbamoylmethyl)thiazol-2-ylsulfanyl]-7-(2-phenylacetamido)-3-cephem-4-carboxylic acid
CAS No. 194928-82-0
项目整合开发状态: Preclinical
项目研究机构: Fujisawa (Originator)
合成路线:The reaction of 2-(2-sulfanylthiazol-4-yl)acetic acid ethyl ester (I) with ammonia and ammonium chloride gives the corresponding acetamide (II),which is condensed with the cephem methanesulfonate (III) by means of potassium tert-butoxide in dimethoxyethane to yield the diphenylmethyl ester (IV) of the target compound,which is finally hydrolyzed with trifluoroacetic acid and anisole.

合成路线:In an alternative method,benzhydryl ester (V) was cleaved with trifluoroacetic acid to give carboxylic acid (VI).After protection of (VI) by means of trimethylsilyl acetamide,the triflate group was displaced by the potassium salt of mercapto thiadiazole (III) to furnish the title compound.