反应详情

2-[(Benzyloxy)methyl]-9-[(2R,3R,4R,5R)-3,4-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-N-(2,2-diphenylethyl)-9H-purin-6-amine (65 mg, 0.08 mmol) (preparation 24) was dissolved in stirred tetrahydrofuran (10 ml) and a 1 molar solution of tetra-n-butylammonium fluoride in tetrahydrofuran (0.5 ml, 0.5 mmol) added. The reaction mixture was stirred at room temperature for 15 min. The solvent was removed under reduced pressure and the residue partitioned between saturated aqueous sodium hydrogen carbonate solution and ethyl acetate. The ethyl acetate layer was separated, washed with brine and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give a residue which was purified by column chromatography on silica gel eluting with a solvent system of ethyl acetate:hexane (3:1) increasing in polarity to ethyl acetate:methanol (97:3). This gave the title compound (25 mg) as a gum. MS: 604 (MNa+).

1. customThe solvent was removed under reduced pressure
2. customthe residue partitioned between saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
3. customThe ethyl acetate layer was separated
4. washwashed with brine
5. dry with materialdried with anhydrous sodium sulfate
6. customThe solvent was removed under reduced pressure
7. customto give a residue which
8. customwas purified by column chromatography on silica gel eluting with a solvent system of ethyl acetate:hexane (3:1)
9. temperatureincreasing in polarity to ethyl acetate:methanol (97:3)