methyl 2-deoxy-2-fluoro-alpha-D-ribofuranoside → GlyTouCan:G23553KL
Reaction equation
[F:1][C@@H:2]1[C@H:8]([OH:9])[C@@H:7]([CH2:10][OH:11])[O:6][C@@H:3]1[O:4]C.F[C@@H]1[C@H](O)[C@@H](CO)O[C@H:14]1[O:15]C>>[F:1][C@@H:2]1[C@H:8]([OH:9])[C@@H:7]([CH2:10][OH:11])[O:6][CH:3]([OH:4])[C@@H:14]1[OH:15]Participants
3
Procedure
The mixture of compounds (4) and (5) obtained in item (2) above (10.0 g) was dissolved in pyridine (200 ml), to which benzoyl chloride (17.5 ml) was then added, and the resulting mixture was allowed to stand at room temperature for 30 minutes. After addition of a small amount of water, the resultant reaction solution was concentrated, and the syrup obtained was extracted with chloroform. The solution in chloroform was washed with a 5% aqueous potassium hydrogen sulfate solution, a 5% aqueous sodium hydrogen carbonate solution and water, successively, and then dried over anhydrous sodium sulfate and concentrated to afford a mixture of the titled compounds (6) and (7) (22.3 g) as colorless crystals. Yield: 99%.
Sources & evidence
- ORD record
- ord-9a236f19d8dc4db49b90f2f27e78a3c4
- Source dataset
- uspto-grants-1999_03
- Patent number
- US05886167
Reaction notes
Loading…