反应详情

温度

60 °C

2-{4-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-2-fluoro-phenyl}-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (720 mg, 1.29 mmol) was dissolved in THF (10 mL). To this solution at rt was added TBAF (1M in THF) (2 mL, 2 mmol, 1.5 equiv.). The reaction mixture was then heated to 60° C. (bath set) for 5 h. The reaction was complete (TLC, 5% MeOH in DCM). The reaction was diluted with EtOAc (5 mL), quenched with NaHCO3 (saturated aqueous solution, 5 mL). The two layers were separated and the aq. layer was extracted with EtOAc (15 mL×2). The EtOAc solution was combined, washed with brine (10 mL), and dried over K2CO3, filtered, and concentrated. The crude product was purified on a silica gel column eluted with 5% MeOH in DCM to afford 0.53 g (93% yield) of the title compound as a white solid.

1. customquenched with NaHCO3 (saturated aqueous solution, 5 mL)
2. customThe two layers were separated
3. extractionthe aq. layer was extracted with EtOAc (15 mL×2)
4. washwashed with brine (10 mL)
5. dry with materialdried over K2CO3
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude product was purified on a silica gel column
9. washeluted with 5% MeOH in DCM