反应详情

A suspension of 2-amino-6-chloropurine (4.60 g, 27.13 mmol) in 1,1,1-trichloroethane (230 ml) was treated with N,O-bis(trimethylsilyl)acetamide (20 ml, 81.4 mmol). The mixture was heated under reflux for 6 hours. The solution was allowed to cool to room temperature and the solvent was removed under reduced pressure. The residue was treated with a solution of (2S,3S,4R,5R)- and (2S,3S,4R,5S)-5-acetyloxy)-4-benzoyloxy)-2-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate (Preparation 14) (14.39 g, 32.6 mmol) in anhydrous toluene (230 ml) and trimethylsilyl trifluoromethanesulfonate (20 ml, 108.5 mmol). The resulting solution was then heated at 90° C. under a nitrogen atmosphere for 90 minutes. The mixture was cooled to room temperature, diluted with ethyl acetate (250 ml) and washed with a saturated aqueous solution of sodium hydrogen carbonate (350 ml) then brine (350 ml). The organic layer was separated, dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) to afford the title compound as a foam (8.1 g).

1. temperatureThe mixture was heated
2. temperatureunder reflux for 6 hours
3. customthe solvent was removed under reduced pressure
4. temperatureThe resulting solution was then heated at 90° C. under a nitrogen atmosphere for 90 minutes
5. temperatureThe mixture was cooled to room temperature
6. washwashed with a saturated aqueous solution of sodium hydrogen carbonate (350 ml)
7. customThe organic layer was separated
8. dry with materialdried over anhydrous magnesium sulfate
9. filtrationfiltered
10. customevaporated under reduced pressure
11. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume)