反应详情

A solution of (2S,4S)-2-(chloroacetylamino)-methyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)-pyrrolidine (1.0 g), potassium cyanate (1.3 g) and tetra-n-butylammonium iodide (0.2 g) in acetonitrile (50 ml) was stirred at 60°-80° C. for 8 hours. To a reaction mixture was added ethyl acetate (150 ml) and the organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The resalting residue was chromatographed on silica gel (50 g) eluting with a mixture of chloroform and acetone (9:1, V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4S)-2-(2,5-dioxoimidazolidin-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)-4-(triphenylmethylthio)pyrrolidine (0.82 g).

1. customthe organic layer was separated
2. washwashed with saturated aqueous sodium chloride
3. dry with materialdried over anhydrous magnesium sulfate
4. customevaporated in vacuo
5. customThe resalting residue was chromatographed on silica gel (50 g)
6. washeluting with a mixture of chloroform and acetone (9:1, V/V)
7. additionThe fractions containing the desired compound
8. customwere collected
9. customevaporated in vacuo