Trifluoroacetic acid → HCID 178508510, compound

Participants

Reaction Steps

(d-2) To a mixture of trifluoroacetic acid (4 ml) and anisole (0.8 ml) was added under ice-cooling 360 mg (0.349 mM) of p-methoxybenzyl 7β-{α-(2-tritylaminothiazole-4-yl)-α-[(Z)-benzhydryloxycarbonylmethoxyimino]acetamido}-3-(2-hydroxy)ethylthio-3-cephem-4-carboxylate, and the mixture was stirred for one hour. The reaction mixture was added slowly dropwise to a mixture of diethyl ether and petroleum ether (1:2, 50 ml), thecrystals which formed were collected by filtration to give 188 mg of 7β-{α-(2-aminothiazole-4-yl)-α-[(Z)-carboxymethoxyimino]acetamido}-3-(2-hydroxy)ethylthio-3-cephem-4-carboxylic acid trifluoroacetate. The crystals and 77 mg (0.917 mM) of sodium bicarbonate were dissolved in 5 ml of water, and the solution was applied to a Sephadex HL-20 column chromatography (eluent: water) to give 164 mg of 7β-{α-(2-aminothiazole-4-yl)-α-[(Z)-carboxymethoxyimino]acetamido}-3-2-hydroxy)ethylthio-3-cephem-4-carboxylic acid sodium salt.

Provenance & Evidence