Trifluoroacetic acid → HCID 88179237, compound

Participants

Reaction Steps

To a suspension of diphenylmethyl 7β-[2-(2-tritylaminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetamido]-3-(4-pyridylthio)-3-cephem-4-carboxylate (1.37 g, 1.21 m mol) in anisole (2.7 ml) was added trifluoroacetic acid (5.4 ml) at 5° C. and the resulting solution was stirred at room temperature for 4 hours. The mixture was poured into IPE (150 ml) and the precipitates were collected by filtration, washed with IPE and dried in vacuo. The powder was dissolved in water (100 ml) by addition of saturated NaHCO3 aqueous solution. The solution was adjusted to pH 6 by addition of 1N HCl and chromatographed on HP-20 (50 ml) and eluted with 10% aqueous IPA. The eluent was lyophilized and the crude product was purified by preparative HPLC to give 7β-[2-(2-aminothiazol-4-yl)-2-(Z)-(hydroxyimino)acetamido]-3-(4-pyridylthio)-3-cephem-4-carboxylic acid (52 mg).

Provenance & Evidence