反应详情

To a solution of 3′,5′-diacetyl-5-bromo-2′-deoxyuridine (4.8 g; 12 mmol), methylene chloride (50 ml), triethylamine (5.0 g; 50 mmol) and DMAP (0.10 g) was added 2-mesitylsulfonyl chloride (5.2 g; 24 mmol). After stirring at room temperature for 4 h., DBU (3.6 g; 24 mmol) and 2-amino-4-nitrophenol (7.4 g; 48 mmol) were added and the solution was stirred for 3 h. The reaction mixture was concentrated and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was purified by flash column chromatography on silica gel. The isolated product had some impurity and was triturated with ethyl acetate. The yellowish precipitate was filtered off and washed with methylene chloride to yield the title compound.

1. stirringthe solution was stirred for 3 h
2. concentrationThe reaction mixture was concentrated
3. customthe residue was partitioned between ethyl acetate and saturated sodium bicarbonate
4. customThe organic layer was purified by flash column chromatography on silica gel
5. customwas triturated with ethyl acetate
6. filtrationThe yellowish precipitate was filtered off
7. washwashed with methylene chloride