Hydrochloric Acid → HCID 131713614, compound

Participants

Reaction Steps

A mixture of tert-butyl 7-[2-tert-butoxycarbonylmethoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-methoxymethyl-3-cephem-4-carboxylate (syn isomer) (2.6 g) and conc. hydrochloric acid (0.9 g) in methanol (20 ml) was stirred at ambient temperature for 3 hours. The reaction mixture was added to ethyl acetate and water, and then adjusted to pH 7.5 with a saturated aqueous sodium bicarbonate. The separated organic layer was washed with a saturated aqueous sodium chloride and then dried over magnesium sulfate. Removal of the solvent gave tert-butyl 7-[2-(2-aminothiazol-4-yl)-2-tert-butoxycarbonylmethoxyiminoacetamido]-3-methoxymethyl-3-cephem-4-carboxylate (syn isomer) (2.17 g).

Provenance & Evidence