Thiourea → HCID 141552859, compound

Participants

Reaction Conditions

Reaction Steps

(d-1) To a solution of 1.24 g (1.12 mM) of p-methoxybenzyl 7β-{α-(2-tritylaminothiazole-4-yl)-α-[(Z)-benzhydryloxycarbonylmethoxyimino]acetamido}-3-(2-chloroacetyloxy)ethylthio-3-cephem-4-carboxylate, in 7 ml of N,N-dimethylacetamide was added 171 mg (2.24 mM) of thiourea, and the mixture was stirred at 20° C. for 16 hours. Then, the reaction mixture was poured into 20 ml of ice-water and extracted with 30 ml of ethyl acetate, and the extract was washed with a saturated aqueous sodium chloride solution (10 ml×3) and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (eluent; benzene:acetone=5:1), and then crystallized from diethyl ether to give 780 mg of p-methoxybenzyl 7β-{α-(2-tritylaminothiazole-4-yl)-α-[(Z)-benzhydryloxycarbonylmethoxyimino]acetamido}-3-(2-hydroxy)ethylthio-3-cephem-4-carboxylate

Provenance & Evidence