反应详情

温度

67.5 °C

A stirred solution of {9-[(2R,3R,4R,5R)-3,4-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl methanesulfonate (3.0 g, 3.76 mmol) (preparation 16) in anhydrous N,N-dimethylformamide (20 ml) was treated with potassium cyanide (0.37 g, 5.69 mmol) and heated to 65-70° C. for 3 hr. The mixture was cooled to room temperature and partitioned between diethyl ether and water. The organic phase was separated and the aqueous phase extracted again with diethyl ether. The combined organic solutions were then washed with brine, dried with anhydrous magnesium sulfate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a solvent system of diethyl ether:pentane (1:1) to afford the title compound as a foam (2.2 g). MS: 751 (MNa+).

1. temperatureThe mixture was cooled to room temperature
2. custompartitioned between diethyl ether and water
3. customThe organic phase was separated
4. extractionthe aqueous phase extracted again with diethyl ether
5. washThe combined organic solutions were then washed with brine
6. dry with materialdried with anhydrous magnesium sulfate
7. customthe solvent removed under reduced pressure
8. customThe residue was purified by column chromatography on silica gel eluting with a solvent system of diethyl ether:pentane (1:1)