反应详情

To 2'-deoxy-N -bis-ortho-nitrobenzyladenosine (200 mg, 0.518 mmol) was added anhydrous pyridine (10 ml) and evaporated to dryness. Pyridine (10 ml) was added followed by 4-4'-dimethoxytrityl chloride (900 mg, 2.3 mmol, 4.5 equiv.) and triethylamine (280 mg, 2.76 mmol, 4.0 equiv.) and stirred at room temperature under an argon atmosphere for 5 hours. Water (0.5 ml) was added and stirred for 20 minutes. The mixture was partitioned between ether and water (20 ml each) and the aqueous phase was re-extracted with ether (20 ml). The extracts were combined and washed with water (20 ml) and dried over anhydrous sodium sulfate, filtered and evaporated. The material was purified by chromatography on silica gel (4 g, using 0.7-2.5% methanol in methylene chloride) to yield 5'-O-DMT- N6 -bis-ortho-nitrobenzyl-2'-deoxyadenosine, (121 mg, 33%).

1. customevaporated to dryness
2. additionPyridine (10 ml) was added
3. stirringstirred for 20 minutes
4. customThe mixture was partitioned between ether and water (20 ml each)
5. extractionthe aqueous phase was re-extracted with ether (20 ml)
6. washwashed with water (20 ml)
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. customevaporated
10. customThe material was purified by chromatography on silica gel (4 g, using 0.7-2.5% methanol in methylene chloride)