反应详情

温度

-78 °C

To a solution of tert-butyl (3R,4S)-3-({cyclopropyl[3-{[(1R,2R)-2-(ethoxycarbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl]amino}-carbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate (1 eq.) from the previous step in THF at −78° C. was added diisobutylaluminum hydride (3 eq.). The reaction was stirred at −78° C. for 1 h and then warmed to rt. EtOAc and aqueous Rochelle's salt solution were added and stirred until the two phases separated. The aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 60% EtOAc in Hex) to afford the title compound as an oil.

1. temperaturewarmed to rt
2. stirringstirred until the two phases
3. customseparated
4. extractionThe aqueous layer was extracted with EtOAc
5. washThe combined organic extracts were washed with brine
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customThe crude product was purified by flash column chromatography (SiO2, 60% EtOAc in Hex)