反应详情

To a solution of (2R,4R)-1-allyloxycarbonyl-4-hydroxy-2-{2-(5-methoxymethylimidazol-1-yl)ethyl}pyrrolidine (3.63 g) in ethyl acetate (40 ml) were added successively triethylamine (2.29 ml) and methanesulfonyl chloride (1.09 ml) with stirring under ice-cooling. The mixture was stirred at the same temperature for 1 hour. To the reaction mixture was added water (20 ml). The organic layer was separated and washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated in vacuo to give a residue. The residue was chromatographed on silica gel (150 g) eluting with a mixture of chloroform and methanol (19:1, V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2R,4R)-1-allyloxycarbonyl-4-methanesulfonyloxy-2-{2(5-methoxymethylimidazol-1-yl)ethyl}pyrrolidine (3.85 g).

1. temperaturecooling
2. stirringThe mixture was stirred at the same temperature for 1 hour
3. customThe organic layer was separated
4. washwashed with saturated aqueous sodium chloride
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated in vacuo
7. customto give a residue
8. customThe residue was chromatographed on silica gel (150 g)
9. washeluting with a mixture of chloroform and methanol (19:1, V/V)
10. additionThe fractions containing the desired compound
11. customwere collected
12. customevaporated in vacuo