反应详情

温度

60 °C

To a solution of methyl 5-({(2S,5R)-1-(tert-butoxycarbonyl)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)pyridine-2-carboxylate (330 mg, 0.77 mmol) in THF (4 mL) and methanol (4 mL) was added 1N NaOH solution (4 mL, 4.0 mmol) and the resulting solution heated at 60° C. for 1 hour. The mixture was cooled to room temperature and concentrated under reduced pressure to remove the organic solvents. The aqueous layer was adjusted to pH of 6.5 (using 2.0M aqueous HCl) and extracted with ethyl acetate (2×10 mL) and dichloromethane (10 mL). The organics were combined, dried over sodium sulfate, filtered, and concentrated to dryness under vacuum. The product (304 mg, 96%) did not require any further purification and was of reagent grade quality for analog syntheses. LC-MS: C23H28N2O5 calculated 412.20 found m/z (ES) 413.1 (MH)+ and 313.2 (M-Boc)+.

1. temperatureThe mixture was cooled to room temperature
2. concentrationconcentrated under reduced pressure
3. customto remove the organic solvents
4. extractionextracted with ethyl acetate (2×10 mL) and dichloromethane (10 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated to dryness under vacuum
8. customany further purification