Hydrochloric Acid → HCID 178447402, compound

Participants

Reaction Steps

To a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-pentenoylamino]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (537 mg: 0.68 mMol.) in a mixture of anisole (2 ml) and nitromethane (8 ml) at -30° C. is added a solution of aluminum chloride (0.54 g: 4 mMol. ) in anisole (2 ml), and the mixture is stirred for 1 hour. The reaction mixture is diluted with ethanol (3 ml), stirred for 5 minutes, mixed with 1N-hydrochloric acid (8 ml) and water (200 ml), washed with ethyl acetate, and concentrated under reduced pressure to remove remaining organic solvents. The resulting aqueous solution is subjected to chromatography over styrene-divinylbenzene copolymer (methanol: water=4:1) to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-pentenoylamino]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid (156 mg) as white solid. Yield: 44%.

Provenance & Evidence