反应详情

Triethylamine (0.38 ml, 2.7 mmol) was added to a stirred solution of (2R,3R,4R,5R)-4-(acetyloxy)-2[(acetyloxy)methyl]-5-(6-chloro-2-cyano-9H-purin-9-yl)tetrahydro-3-furanyl acetate (1.0 g, 2.3 mmol) (Preparation 45) and 9H-fluoren-9-ylmethanamine (0.49 g, 2.5 mmol) (J. Org. Chem., 1971, 36(23), 3539) in acetonitrile (30 ml) at room temperature. The reaction mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure. The residue was partially redissolved in ethyl acetate (30 ml). The ethyl acetate was washed with water (11 ml) and a saturated aqueous sodium chloride solution (10 ml). The organic phase was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel eluting with dichloromethane:ethyl acetate (96:4 by volume) increasing in polarity to dichloromethane:ethyl acetate (94:6 by volume). The solvent was removed under reduced pressure to give the title compound (1.23 g) as a foam.

1. customThe solvent was removed under reduced pressure
2. dissolutionThe residue was partially redissolved in ethyl acetate (30 ml)
3. washThe ethyl acetate was washed with water (11 ml)
4. customThe organic phase was evaporated under reduced pressure
5. customthe residue was purified by column chromatography on silica gel eluting with dichloromethane:ethyl acetate (96:4 by volume)
6. temperatureincreasing in polarity to dichloromethane:ethyl acetate (94:6 by volume)
7. customThe solvent was removed under reduced pressure