1,2-Dichloroethane → HCID 59444220, compound

Participants

Reaction Steps

To a solution of (S)-4-(4-chlorophenyl)-3,3-dimethylpiperidin-4-ol (91 mg, 0.38 mmol), (S)-3-methyl-2-(((2-(trimethylsilyl)ethoxy)carbonylamino)methyl)butanoic acid (105 mg, 0.380 mmol), EDC (146 mg, 0.760 mmol) and HOBT (11.64 mg, 0.076 mmol) in CH2Cl2 (2 mL) was added Hunig's Base (0.199 mL, 1.140 mmol). Upon completion of addition, the reaction mixture was stirred at room temperature for 16 hrs. After this time, the reaction mixture was quenched with sat'd NaHCO3 and the crude product was extracted with EtOAc and the extract was washed with brine. The combined aqueous layers were back extracted with EtOAc. The EtOAc extracts were combined, dried over Na2SO4 and evaporated to give a solid residue. The solid residue was purified by Combiflash chromatography (40 g silica gel) eluting with 1:1 and 8:2 EtOAc-hexane to give 110.5 mg of the title compound as a white foamy solid. MS (ESI+)=497.15 (M+H)+.

Provenance & Evidence