反应详情

A mixture of benzhydryl 7-[2-methoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (1.25 g) in a mixture of dry acetone (150 ml) and tetrahydrofuran (50 ml) was stirred under ice-water cooling and thereto were added sodium iodide (620 mg) and trifluoroacetic anhydride (0.59 ml) followed by stirring for 4 hours at the same temperature. The reaction mixture was evaporated under reduced pressure and to the residue were added ethyl acetate (60 ml) and water (20 ml). The ethyl acetate layer was separated therefrom, washed with 5% aqueous solution of sodium thiosulfate (20 ml×3), and a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, treated with activated charcoal and then evaporated under reduced pressure. The residue was washed with diethyl ether and dried to give benzhydryl 7-[2-methoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylate.ditrifluoroacetate (syn isomer) (0.9 g).

1. stirringby stirring for 4 hours at the same temperature
2. customThe reaction mixture was evaporated under reduced pressure and to the residue
3. additionwere added ethyl acetate (60 ml) and water (20 ml)
4. customThe ethyl acetate layer was separated
5. washwashed with 5% aqueous solution of sodium thiosulfate (20 ml×3)
6. dry with materiala saturated aqueous solution of sodium chloride, dried over magnesium sulfate
7. additiontreated with activated charcoal
8. customevaporated under reduced pressure
9. washThe residue was washed with diethyl ether
10. customdried