Hydrochloric Acid → HCID 178502835, compound

Participants

Reaction Steps

To a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-methoxyiminoacetyl]amino-3-(1-trityl-1,2,3-triazol-4-yl)thiomethylthio-3-cephem-4-carboxylic acid diphenylmethyl ester (570 mg: 0.55 mMol.) in a mixture of anisole (1.7 ml) and nitromethane (5 ml) at -30° C. is added e solution of aluminum chloride (0.51 g: 3.83 mMol.) in anisole (1.8 ml), and the mixture is stirred for 30 minutes. The reaction mixture is mixed with 1N-hydrochloric acid (4 ml) and ethyl acetate (10 ml), stirred at room temperature for 5 minutes, poured into a solution of sodium hydrogen carbonate (3.2 g) in water (100 ml), and stirred for several minutes. After filtering off the insoluble material, the reaction mixture is washed with ethyl acetate, concentrated in vacuum to remove the organic solvents. The resulting aqueous layer is purified by stylene-divinylbenzene copolymer chromatography (water: methanol=10:1) to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl]amino-3-(1,2,3-triazol-4-yl)thiomethylthio-3-cephem-4-carboxylic acid sodium salt as white foam (194 mg). Yield: 64%.

Provenance & Evidence