Ethyl Acetate → HCID 86639859, compound

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence