反应详情

To a solution of diphenylmethyl 7β-formamido-3-methanesulfonyloxy-3-cephem-4-carboxylate (14.66 g, 30 m mol) in DMF (103 ml) was added 4-(mercaptomethyl)pyridine (4.13 g, 33 m mol) at −20° C., followed by dropwise addition of N,N-diisopropylethylamine (3.88 g, 30 m mol). The mixture was stirred at the same temperature for 1.9 hours and poured into ice water (500 ml). The resulting precipitates were collected by filtration and washed with water. The powder was dissolved in THF, and ethyl acetate and water were added respective. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give diphenylmethyl 7β-formamido-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate (13.73 g).

1. customThe resulting precipitates
2. filtrationwere collected by filtration
3. washwashed with water
4. dissolutionThe powder was dissolved in THF
5. additionethyl acetate and water were added respective
6. washThe separated organic layer was washed with brine
7. dry with materialdried over magnesium sulfate
8. customevaporated in vacuo
9. customThe residue was purified by column chromatography on silica gel