反应详情

(1R*,2R*,5R*)-8-Benzyl-2-{(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]-(methoxycarbonyl)methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane (Example 70; 735 mg, 1.27 mmol) was dissolved in ethyl acetate (10 ml) with glacial acetic acid (0.5 ml) and 10% palladium hydroxide (40 mg) added. The mixture was hydrogenated on a Parr™ at 40 psi overnight. The mixture was filtered through Celite™, then concentrated in vacuo and the residue basified with saturated sodium hydrogen carbonate solution. The solution was then extracted with ethyl acetate (×3) and the extracts dried (MgSO4) and concentrated in vacuo. The obtained oil was purified by flash column chromatography [10% methanol in dichloromethane) to give the title compound as a yellow oil. (5:1 desired:undesired). (323 mg, 52%).

1. additionadded
2. customwas hydrogenated on a Parr™ at 40 psi overnight
3. filtrationThe mixture was filtered through Celite™
4. concentrationconcentrated in vacuo
5. extractionThe solution was then extracted with ethyl acetate (×3)
6. dry with materialthe extracts dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customThe obtained oil was purified by flash column chromatography [10% methanol in dichloromethane)