反应详情

To N6 -benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (658 mg, 1.0 mmole) was added DMF (anhydrous, 10 ml) and evaporated to dryness. This was repeated. Fresh DMF (10 ml) was added under an Argon atmosphere. Sodium hydride (44 mg, 60% in oil, 1.1 mmole) was added and the mixture was stirred for 0.5 hour at room temperature. 4-(tert-butyl)benzyl bromide (272 mg, 1.2 mmole) was added dropwise and stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was partitioned between ethyl acetate and water (20 ml each). The organic phase was washed with water (3 times, 20 ml), dried over anhydrous magnesium sulfate, filtered and evaporated to dryness. The crude product was purified by column chromatography on silica gel (100 g), using methylene chloride:methanol:triethylamine 96.5:3:0.5 to yield N -benzoyl-N -(p-tert-butylbenzyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine, (229 mg, 28.5%).

1. customevaporated to dryness
2. additionFresh DMF (10 ml) was added under an Argon atmosphere
3. stirringstirred at room temperature overnight
4. customThe solvent was removed under vacuum
5. customthe residue was partitioned between ethyl acetate and water (20 ml each)
6. washThe organic phase was washed with water (3 times, 20 ml)
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customevaporated to dryness
10. customThe crude product was purified by column chromatography on silica gel (100 g)