HCID 131713113, compound → HCID 131713111, compound

Participants

Reaction Steps

This solution was added to the activated acid solution prepared above, and the mixture was stirred at -19° to -10° C. for half an hour and at ambient temperature for additional half an hour. The reaction mixture was poured into an aqueous solution (100 ml) of sodium bicarbonate (8.47 g). The aqueous layer containing 7-[2-(2-cyclopenten-1-yloxyimino)-2-(4-formamidopyrimidin-2-yl)acetamido]-3-(1-pyridiniomethyl)-3-cephem-4-carboxylate (syn isomer) was separated out, adjusted to pH 1 with 6 N hydrochloric acid and washed with ethyl acetate, followed by standing at 5° C. for 15 hours. This aqueous solution was subjected to column chromatography on a non-ionic adsorption resin "Diaion HP-20" (200 ml). After the column was washed with water, elution was carried out with 10% aqueous isopropyl alcohol. The eluates containing a desired compound were collected, evaporated to remove isopropyl alcohol under reduced pressure. The resultant solution was lyophilized to give yellowish white powder of 7-[2-(2-cyclopenten-1-yloxyimino)-2-(4-aminopyrimidin-2-yl)acetamido]-3-(1-pyridiniomethyl)-3-cephem-4-carboxylate (syn isomer) (1.97 g), mp 160°-175° C. (dec.).

Provenance & Evidence