Hydrochloric Acid → HCID 10075662, compound

Participants

Reaction Steps

To a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-trityloxyiminoacetylamino]-3-(2-methyltetrazol-5-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (1.16 g: 1.12 mMol.) in a mixture of anisole (4 ml) and nitromethane (16 ml) at -40° C. is added a solution of aluminum chloride (1.19 g: 8.95 mMol.) in anisole (4 ml), and the mixture is stirred at -30° to -40° C. for 1 hour. The reaction mixture is mixed with 1N-hydrochloric acid (9 ml), diluted with water, washed with ethyl acetate, concentrated to remove the remaining organic solvents, and passed through a column of styrene-divinylbenzene copolymer adsorbent. The adsorbed material is eluted with water-methanol (1:4) and concentrated to give powder which is washed with ethyl acetate to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-(2-methyltetrazol-5-ylthiomethylthio)-3-cephem-4-carboxylic acid (466 mg) as yellow powder. Yield: 79%.

Provenance & Evidence