反应详情

Treat a solution of (R)-4-((R)-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-benzyloxy-2,6-dichloro-benzyl)-4-oxo-butyraldehyde (Preparation 10) (4.0 g, 7.6 mmol) and 4-Amino-1N-Boc-piperidine (1.5 g, 7.6 mmol) in CH2Cl2 (100 mL) with acetic acid (0.4 mL, 7.6 mmol) and stir the reaction 1 hr at room temperature. Treat the reaction with sodium triacetoxyborohydride (3.2 g, 15 mmol) and stir overnight at room temperature. Quench the reaction with water and separate the organic layer. Wash the organic with brine, dry over MgSO4, filter, and remove the solvent. Purify the crude by silica gel column chromatography using Hexanes:EtOAc to elute the pure product. Remove the solvent to afford 2.35 g (58%) of desired product. MS (m/e): 555 (M+Na+).

1. customthe reaction 1 hr at room temperature
2. additionTreat
3. stirringstir overnight at room temperature
4. customQuench
5. customthe reaction with water
6. customseparate the organic layer
7. washWash the organic with brine
8. dry with materialdry over MgSO4
9. filtrationfilter
10. customremove the solvent
11. customPurify the crude by silica gel column chromatography
12. washEtOAc to elute the pure product
13. customRemove the solvent