反应详情

A suspension of 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate (syn isomer, 1.9 g.), palladium-carbon (0.9 g.), methanol (20 ml.) and tetrahydrofuran (20 ml.) was subjected to catalytic reduction under ordinary pressure at room temperature for 6 hours. After the insoluble substance was removed by filtration and washed with methanol, the filtrate was concentrated in vacuo. The residue was dissolved in a mixture of ethyl acetate and a sodium bicarbonate aqueous solution, and filtered out. The ethyl acetate layer was separated and extracted with a sodium bicarbonate aqueous solution. The aqueous solution was washed with ethyl acetate and ethyl acetate was added thereto. The mixture was adjusted to pH 2.5 with 10% hydrochloric acid under ice-cooling. The ethyl acetate layer was washed with a sodium chloride saturated aqueous solution, dried over magnesium sulfate and evaporated in vacuo. The residue was pulverized with diisopropyl ether to give 7-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylic acid (syn isomer, 0.7 g.).

1. customAfter the insoluble substance was removed by filtration
2. washwashed with methanol
3. concentrationthe filtrate was concentrated in vacuo
4. dissolutionThe residue was dissolved in a mixture of ethyl acetate
5. filtrationa sodium bicarbonate aqueous solution, and filtered out
6. customThe ethyl acetate layer was separated
7. extractionextracted with a sodium bicarbonate aqueous solution
8. washThe aqueous solution was washed with ethyl acetate and ethyl acetate
9. additionwas added
10. temperaturecooling
11. washThe ethyl acetate layer was washed with a sodium chloride saturated aqueous solution
12. dry with materialdried over magnesium sulfate
13. customevaporated in vacuo