Ethyl Acetate → HCID 131714963, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-[2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetamido]-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer) in N,N-dimethylformamide (30 ml) was added cesium carbonate (0.47 g). The mixture was stirred for 30 minutes at 25° C., and 1-bromoethyl acetate (1.35 g) was added dropwise thereto at 0°-3° C. After stirring for 1 hour, the reaction mixture was poured into ethyl acetate (200 ml) and the insoluble material was filtered off. The filtrate was washed with water (200 ml×2), an aqueous solution of sodium bicarbonate (100 ml×1) and a saturated aqueous solution of sodium chloride successively, and dried over magnesium sulfate. The ethyl acetate was distilled off under reduced pressure, and the residue was pulverized with diisopropyl ether to give 1-acetoxyethyl 7-[2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetamido]-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylate (syn isomer) (0.63 g).

Provenance & Evidence