Trifluoroacetic acid → HCID 131714051, compound

Participants

Reaction Steps

Trifluoroacetic acid (18 ml) was added to a suspension of 7-[2-t-butoxycarbonylmethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-azidomethyl-3-cephem-4-carboxylic acid (syn isomer) (4.6 g) in methylene chloride (10 ml) and anisole (5 ml), and the mixture was stirred for 7 hours at ambient temperature. The reaction mixture was added dropwise to diisopropyl ether (200 ml) and precipitates were collected by filtration. The precipitates were added to a mixture of water and ethyl acetate, and the mixture was adjusted to pH 7.0 with saturated aqueous solution of sodium bicarbonate. The separated aqueous layer was adjusted to pH 3.0 with 10% hydrochloric acid. The precipitates were collected by filtration and successively washed with water to give 7-[2-carboxymethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-azidomethyl-3-cephem-4-carboxylic acid (syn isomer). (2.7 g).

Provenance & Evidence