反应详情

A solution of (S)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl trifluoromethanesulfonate (2.50 g, 7.28 mmol), benzyl (3R,4R)-4-hydroxypyrrolidin-3-ylcarbamate (2.41 g, 10.2 mmol) and K2CO3 (1.51 g, 10.9 mmol) in THF (40 mL) was stirred at 56° C. for 12 hours. Water (20 mL) and ethyl acetate (40 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (20:1 ethyl acetate/MeOH) to give benzyl (3R,4R)-1-((R)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl)-4-hydroxypyrrolidin-3-ylcarbamate (1.85 g, 59.2%) as a solid.

1. customThe organic layer was separated
2. washwashed with brine
3. dry with materialdried (sodium sulfate)
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by flash chromatography on silica gel (20:1 ethyl acetate/MeOH)