HCID 131713109, compound → HCID 131713107, compound

Participants

Reaction Steps

This solution was added to the activated acid solution prepared above, and the mixture was stirred at -20° to -12° C. for 45 minutes and at ambient temperature for additional 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-cyclopentyloxyimino-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" (Trade mark, manufactured by Mitsubishi Chemical Industries) (100 ml). After the column was washed with water, elution was carried out with 7.5% 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 pale-yellow powder of 7-[2-cyclopentyloxyimino-2-(4-aminopyrimidin-2-yl)acetamido]-3-(1-pyridiniomethyl)-3-cephem-4-carboxylate (syn isomer) (1.67 g), mp 165°-180° C. (dec.).

Provenance & Evidence