反应详情

In a mixed solution of 3 mL of tetrahydrofuran and 1 mL of water, 50 mg (0.09 mmol) of 1-allyl-3-(9-{4-[3-(4-chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-9H-purin-6-yl)urea was dissolved, and 19 μL of a 0.1 M osmium tetraoxide aqueous solution and 81 mg (0.19 mmol) of sodium periodate were added thereto and the mixture solution was stirred at room temperature for three hours. The reaction solution was concentrated under reduced pressure and partitioned between ethyl acetate and water. The organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The residue was dissolved in 2 mL of ethanol, and 5 mg (0.13 mmol) of sodium borohydride was added thereto and the mixture solution was stirred at room temperature for one hour. The reaction solution was concentrated, and purified by a silica gel column (dichloromethane:methanol=9:1) to obtain 5 mg (13%) of a target product as a white solid.

1. concentrationThe reaction solution was concentrated under reduced pressure
2. custompartitioned between ethyl acetate and water
3. washThe organic layer was washed with a saturated sodium chloride solution
4. concentrationconcentrated under reduced pressure
5. dissolutionThe residue was dissolved in 2 mL of ethanol
6. stirringthe mixture solution was stirred at room temperature for one hour
7. concentrationThe reaction solution was concentrated
8. custompurified by a silica gel column (dichloromethane:methanol=9:1)