Sodium Iodide → HCID 131712707, compound

Participants

Reaction Steps

In a solution of benzhydryl 7-[2-methoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (1.5 g) in a mixture of tetrahydrofuran (30 ml) and acetone (15 ml) was dissolved sodium iodide (1.44 g) under ice-cooling and thereto was at a time added trifluoroacetic anhydride (2.04 ml) followed by stirring for 2.5 hours. The reaction mixture was evaporated and to the residue were added ethyl acetate and water. The ethyl acetate layer was separated, washed with 5% aqueous solution of sodium thiosulfate, and an aqueous solution of sodium chloride, dried over magnesium sulfate, treated with activated charcoal and then evaporated to give benzhydryl 7-[2-methoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylate.trifluoroacetate (syn isomer) (1.5 g).

Provenance & Evidence