Hydrochloric Acid → HCID 178508515, compound

Participants

Reaction Steps

To a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-(1-trityl-1,2,3-triazol-4-ylmethylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (1.13 g: 0.884 mMol.) in a mixture of anisole (3 ml) and nitromethane (12 ml) at -40° C. is added a solution of aluminum chloride (0.94 g: 7.07 mMol.) in anisole (3 mi), and the mixture is stirred at -30° to -40° C. for 1 hour. The reaction mixture is mixed with 1N-hydrochloric acid (7.5 ml) and diluted with water. The aqueous solution is washed with ethyl acetate. The aqueous layer is concentrated under reduced pressure to remove the remaining organic solvents, subjected to chromatography over styrene-divinylbenzene copolymer column (methanol : water=4:1). The resulting powder is washed with ethyl acetate to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-(1,2,3-triazol-4-ylmethylthiomethylthio)-3-cephem-4-carboxylic acid (318 mg) as pale yellow white powder. Yield: 68%.

Provenance & Evidence