反应详情

To a solution of (2S,4S)-2-(methanesulfonyloxy)methyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine (3.0 g) in dimethylformamide (30 ml) was added (2S)-2-carbamoylpyrrolidine (10.76 g) and the mixture was stirred at 100°-110° C. for 5 hours. The reaction mixture was poured into ice-water (100 ml). The resulting precipitates were collected by filtration and washed with water (100 ml). The precipitates were dissolved in ethyl acetate (80 ml) and the solution was washed with aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated in vacuo to give a residue. The residue was chromatographed on silica gel (100 g) eluting with a mixture of dichloromethane and acetone (9:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S ,4S )-2-[(2S)-2-carbamoylpyrrolidin-1-yl]methyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine (0.78 g).

1. customThe resulting precipitates
2. filtrationwere collected by filtration
3. washwashed with water (100 ml)
4. dissolutionThe precipitates were dissolved in ethyl acetate (80 ml)
5. washthe solution was washed with aqueous sodium chloride
6. dry with materialdried over anhydrous magnesium sulfate
7. customevaporated in vacuo
8. customto give a residue
9. customThe residue was chromatographed on silica gel (100 g)
10. washeluting with a mixture of dichloromethane and acetone (9:1 V/V)
11. additionThe fractions containing the desired compound
12. customwere collected
13. customevaporated in vacuo