反应详情

A solution of Dess-Martin periodinane (2.84 g, 6.69 mmol) in DCM (50 mL) was added to a solution of Boc-L-threonine methyl ester (1.3 g, 5.57 mmol) in DCM (20 mL) at room temperature and under a nitrogen atmosphere. The white suspension was stirred at room temperature for 3 hours. The resulting mixture was diluted with DCM (50 mL) and quenched by the addition of saturated NaHCO3 (aq) (50 mL) containing 0.5 M of sodium sulfite (6.2 g). The phases were separated and the organic layer was washed with saturated NaHCO3 (aq) (50 mL) and water, dried over MgSO4, filtered and the solvent removed under reduced pressure. The crude material was adsorbed onto silica and purification by chromatography eluting with 10-50% EtOAc in iso-hexane afforded the title compound;

1. customquenched by the addition of saturated NaHCO3 (aq) (50 mL)
2. additioncontaining 0.5 M of sodium sulfite (6.2 g)
3. customThe phases were separated
4. washthe organic layer was washed with saturated NaHCO3 (aq) (50 mL) and water
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customthe solvent removed under reduced pressure
8. customThe crude material was adsorbed onto silica and purification by chromatography
9. washeluting with 10-50% EtOAc in iso-hexane