反应详情

3-[4-(Methylsulfonyl)phenyl]propan-1-ol (4.02 g, 18.8 mmol) and Dess-Martin periodate (8.49 g, 20.0 mmol) were stirred in DCM (50 ml) at room temperature overnight. The reaction was washed with NaOH solution (1N, 3×25 ml). Sodium triacetoxyborohydide (5.28 g, 25 mmol) was added to the mixture followed by benzyl 4-[(3R)-piperidin-3-ylmethyl]piperazine-1-carboxylate (3.97 g, 12.5 mmol) and magnesium sulphate (20.0 mg). The reaction was stirred at room temperature overnight then washed with water (20 ml) and dried using a phase separation cartridge. Silica was added and the solvent removed under reduced pressure to provide a cake which was added to the top of a silica column. Flash column chromatography (silica, 1%-10% MeOH: DCM) gave the title compound as a yellow oil (5.47 g, 85%).

1. washThe reaction was washed with NaOH solution (1N, 3×25 ml)
2. additionSodium triacetoxyborohydide (5.28 g, 25 mmol) was added to the mixture
3. washthen washed with water (20 ml)
4. customdried
5. customa phase separation cartridge
6. additionSilica was added
7. customthe solvent removed under reduced pressure
8. customto provide a cake which
9. additionwas added to the top of a silica column