反应详情

A solution of (2S,4R)-4-t-butyldimethylsilyloxy-2-(2,4-dioxoimidazolidin-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (4.78 g) in a mixture of methanol (100 ml) and conc. hydrochloric acid (1.62 ml) was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The resulting residue was dissolved in toluene (30 ml) and the solution was concentrated under reduced pressure to give a residue. The residue was chromatographed on silica gel (60 g) eluting with a mixture of dichloromethane and acetone (2:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4R)-2-(2,4-dioxoimidazolidin-1-yl)methyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (3.27 g).

1. customThe reaction mixture was evaporated in vacuo
2. dissolutionThe resulting residue was dissolved in toluene (30 ml)
3. concentrationthe solution was concentrated under reduced pressure
4. customto give a residue
5. customThe residue was chromatographed on silica gel (60 g)
6. washeluting with a mixture of dichloromethane and acetone (2:1 V/V)
7. additionThe fractions containing the desired compound
8. customwere collected
9. customevaporated in vacuo