Hydrochloric Acid → HCID 178508494, compound

Participants

Reaction Steps

To a suspension of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-cyclopentyloxyiminoacetamido]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (258 mg: 0.304 mMol.) in a mixture of anisole (1 ml) and nitromethane (4 ml) at -30° C. is added a solution of aluminum chloride (0.25 g: 1.88 mMol.) in anisole (1 ml), and the mixture is stirred for 50 minutes. The reaction mixture is diluted with ethanol (2 ml), stirred at the same temperature for 5 minutes, mixed with 1N-hydrochloric acid (4 ml) and water (200 ml), and stirred at room temperature for 5 minutes. The aqueous layer is taken, washed with ethyl acetate, concentrated under reduced pressure to remove remaining organic solvents, and subjected to chromatography over styrene-divinylbenzene copolymer (methanol : water=4:1) to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-cyclopentyloxyiminoacetamido]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid (93 mg) as white solid. Yield: 53%.

Provenance & Evidence