反应详情

3-(4-(1-Benzyl-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-hydroxymethyloxazolidin-2-one (20 g, 50 mM, see WO 97-30995) was suspended by stirring in dry dichloromethane (400 ml) under nitrogen at 0°, and treated with triethylamine (5.5 g, 54.4 mM) and 4-dimethylaminopyridine (0.3 g, 2.7 mM). Acetic anhydride (5.3 g, 52 mM) was added dropwise to give a solution, which was stirred for 1 hour, allowing the temperature to rise to ambient. The mixture was shaken with 5% aqueous sodium bicarbonate (200 ml) until carbon dioxide evolution ceased. The organic phase was separated, dried (magnesium sulfate) and evaporated, then azeotroped with toluene (2×50 ml) to give semi-crystalline product of sufficient purity for the next stage (24 g). NMR (DMSO-d6) δ: 2.03 (s, 3H); 2.30 (br, 2H); 2.61 (t, 2H); 3.04 (m, 2H); 3.58 (s, 2H); 3.82 (dd, 1H); 4.14 (t, 1H); 4.23 (dd, 1H); 4.30 (dd, 1H); 4.95 (m, 1H); 5.78 (s, 1H); 7.30(s overlapping m, 7H). MS (ESP): 443 (MH+) for C24H24F2N2O4

1. customto give a solution, which
2. customThe organic phase was separated
3. dry with materialdried (magnesium sulfate)
4. customevaporated
5. customazeotroped with toluene (2×50 ml)
6. customto give semi-crystalline product of sufficient purity for the next stage (24 g)