反应详情

Triethylamine (91 uL, 0.653 mmol) was added to a ice cold mixture of [(3R,3aR,6R,6aS)-3-[1-allyl-6-chloro-5-(5,6-dihydro-4H-pyrrolo[3,4-c]pyrazol-2-yl)imidazo[4,5-b]pyridin-2-yl]oxy-2,3,3a,5,6,6a-hexahydrofuro-[3,2-b]furan-6-yl]oxy-tert-butyl-dimethyl-silane 2,2,2-trifluoroacetic acid (86.4 mg, 0.128 mmol) and methane sulfonyl chloride (16 uL, 0.205 mmol) in DCM (1.0 ml). After 20 minutes, the reaction mixture was diluted with EtOAc (30 ml), water (20 ml) and 2N HCl (2 mL). The EtOAc layer was washed with brine (10 mL), dried over MgSO4, filtered, and evaporated under reduced pressure to give an oil. The oil was purified on preparative silica plates (2×1000 u developed with 1:1 EtOAc/hexanes) to give the title compound. LC-MS: calculated for C27H37ClN6O6SSi 636.20 observed m/e: 637.13 (M+H)+ (Rt 1.35/2 min)

1. washThe EtOAc layer was washed with brine (10 mL)
2. dry with materialdried over MgSO4
3. filtrationfiltered
4. customevaporated under reduced pressure
5. customto give an oil
6. customThe oil was purified on preparative silica plates (2×1000 u developed with 1:1 EtOAc/hexanes)