Tetrabutylammonium Fluoride → tert-Butyl (3R,4S)-3-({cyclopropyl[3-hydroxy-5-(3-methoxypropyl)benzyl]-amino}carbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Participants

Reaction Steps

To a solution of tert-butyl (3R,4S)-3-{[[3-{[tert-butyl(dimethyl)silyl]oxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate (1 eq.) from the previous step in THF (0.1 M) was added a solution of 1 M tetrabutylammonium fluoride in THF (1.3 eq.). The reaction was stirred at it for 1 h and then concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, 50% EtOAc in Hex) to afford the title compound as a foam.

Provenance & Evidence