反应详情

To a solution of (2S,4S)-4-acetylthio-1-(4-nitrobenzyloxycarbonyl)-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine (1.22 g) in methanol (20 ml) was added 28% sodium methoxide in methanol solution (0.61 ml) on ice-bath under atmospheric pressure of nitrogen and the mixture was stirred at the same condition for 30 minutes. To a reaction mixture was added acetic acid (0.17 ml) and evaporated in vacuo. The resulting residue was dissolved in ethyl acetate (50 ml) and the solution was washed twice with saturated aqueous sodium chloride, dried over magnesium sulfate, and evaporated in vacuo. The resulting residue was chromatographed on silica gel (150 g) eluting with a mixture of chloroform and methanol (9:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4S)-4-mercapto-1-(4-nitrobenzyloxycarbonyl)-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine (0.76 g).

1. customevaporated in vacuo
2. dissolutionThe resulting residue was dissolved in ethyl acetate (50 ml)
3. washthe solution was washed twice with saturated aqueous sodium chloride
4. dry with materialdried over magnesium sulfate
5. customevaporated in vacuo
6. customThe resulting residue was chromatographed on silica gel (150 g)
7. washeluting with a mixture of chloroform and methanol (9:1 V/V)
8. additionThe fractions containing the desired compound
9. customwere collected
10. customevaporated in vacuo