反应详情

7-[(1R,3S,4S)-3-{[tert-Butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]-oxy}methyl)cyclopentyl]-N-(cyclopropylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (100. mg, 0.188 mmol) was dissolved in THF (0.900 mL) and pyridine (0.900 mL). Pyridine hydrofluoride (7 drops) was added and the reaction was stirred for 5 h. Additional pyridine hydrofluoride (3 drops) was added and the reaction was stirred for 2 h before being quenched with saturated aqueous sodium bicarbonate solution. The aqueous layer was extracted using EtOAc (3×10 mL), and the combined organic extracts were dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with a gradient of 0 to 50% EtOAc in hexanes to afford the title compound (47.0 mg, 50%). LC/MS: Rt=1.53 min, ES+ 417 (FA standard).

1. stirringthe reaction was stirred for 2 h
2. custombefore being quenched with saturated aqueous sodium bicarbonate solution
3. extractionThe aqueous layer was extracted
4. dry with materialthe combined organic extracts were dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe residue was purified by silica gel chromatography
8. washeluting with a gradient of 0 to 50% EtOAc in hexanes