1,2-Dichloroethane → N-((1R)-1-[(4-Chlorophenyl)methyl]-2-oxo-2-{4-[2-(trifluoromethyl}phenyl]-piperidyl)ethyl)(tert-butoxy)carboxamide

Participants

Reaction Steps

The title compound was prepared according to the procedure described in Example 1 (Step f) from 4-[2-(trifluoromethyl)phenyl]piperidine hydrochloride (Step c) (0.792 g, 3.0 mmol), DIEA (0.54 mL, 3.0 mmol), Boc-p-Cl-D-PheOH (PepTech Corporation) (1.36 g, 4.5 mmol), HOAT (Aldrich) (0.615 g, 4.5 mmol) and EDC (Aldrich) (0.864 g, 4.5 mmol) in DMF (5 mL). Purification by silica gel chromatography (5:2 hexane:EtOAc) provided the title compound as a white foam (1.06 g). MS (ESI, pos. ion) m/z: 511 (M+1); MS (ESI, neg. ion) m/z: 509 (M−1). Calc'd for C26H30ClF3N2O3: 510.98.

Provenance & Evidence