Phosphate → HCID 14230828, compound

Participants

Reaction Steps

To a solution of benzyl 7-phenoxyacetamido-8-oxo-3-trifluoromethanesulfonyl-5-thia-1,3-diazabicyclo[4,2,0]octane-2-carboxylate (88 mg.) in methylene chloride (2 ml.) was added a solution of 1,5-diazabicyclo[5,4,0]undec-5-ene (24 mg.) in methylene chloride (0.5 ml.) at -20° C. After stirring at the same temperature for 45 minutes, the reaction mixture was poured into a chilled phosphate buffer solution (pH 7) and then extracted with ethyl acetate. The extract was washed with water and an aqueous solution of sodium chloride. Drying over magnesium sulfate and removal of the solvent left an oil (69 mg.), which was chromatographed on silica gel (2 g.) with a mixed solvent of benzene and ethyl acetate (5:1 by volume) to give an oil (33 mg.) of benzyl 7-phenoxyacetamido-8-oxo-5-thia-1,3-diazabicyclo[4,2,0]oct-2-ene-2-carboxylate.

Provenance & Evidence