反应详情

A solution of (R)-1-(benzyloxy)-2-[(diisopropylphosphono)methoxy]-3-iodopropane (12.0 g, 25.5 mmol) in 15 mL of methanol was treated with triethylamine (3.10 g, 30.6 mmol) and 10% palladium on carbon (2.0 g), and the mixture was placed under 40 psi hydrogen atmosphere in a Parr shaker apparatus. After 2 hours, the reaction mixture was filtered through a 1" pad of Celite, and the collected solid was washed with methanol. The filtrate was concentrated and treated with ethyl acetate (200 mL). The precipitate was removed by filtration, the filtrate was concentrated in vacuo, and the residue was purified by column chromatography on silica gel (10:1, 75% ethyl acetate/hexane) to afford 8.24 g (94%) of the title compound as a clear, colorless oil.

1. filtrationthe reaction mixture was filtered through a 1" pad of Celite
2. washthe collected solid was washed with methanol
3. concentrationThe filtrate was concentrated
4. additiontreated with ethyl acetate (200 mL)
5. customThe precipitate was removed by filtration
6. concentrationthe filtrate was concentrated in vacuo
7. customthe residue was purified by column chromatography on silica gel (10:1, 75% ethyl acetate/hexane)