反应详情

To a solution of 2′,3′,5′-tris-O-(tert-butyl-dimethylsilyl)-8-(3′-hydroxybiphenyl-4-ylmethylamino)-adenosine (0.612 g) in N,N-dimethylformamide (4.0 mL) was added potassium carbonate (0.165 g). Then methyl bromoacetate (0.098 mL) was added, and the resulting mixture was stirred at room temperature for 5 hours. The reaction mixture was partitioned between diethyl ether (55 mL) and water (10 mL). The organic layer was washed successively with water (10 mL×2) and brine (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3/2) to give the title compound (0.423 g).

1. customThe reaction mixture was partitioned between diethyl ether (55 mL) and water (10 mL)
2. washThe organic layer was washed successively with water (10 mL×2) and brine (10 mL)
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3/2)