Triethylamine → HCID 66858871, compound

Participants

Reaction Steps

To a stirred solution of (1R,3S)-3-(benzyloxycarbonylamino)-2,2-dimethylcyclobutanecarboxylic acid (1.5 g, 5.415 mmol) in DCM (20 ml) EDCI (1.55 g, 8.122 mmol) and HOBt (1.24 g, 8.122 mmol) were added at 0° C. after 10 minutes, 4-ethylpiperidinecarboxylate (1.0 g, 6.498 mmol) and Et3N (3.75 ml, 27.075 mmol) were added drop wise and the reaction mass was allowed to stir at room temperature for 12 hours. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with DCM and washed with water, saturated NaHCO3 solution, water, 1N HCl, water and saturated brine and the organic layer was concentrated under reduced pressure, the resulting crude residue was stirred in hexane, and the obtained solid was filtered and dried under vacuum. Wt: 1.3 g; Yield: 57.7%. 1H NMR (300 MHz, CDCl3): δ 7.35 (5H, s), 5.194-5.058 (3H, m), 4.506-4.3 (1H, m), 4.19-4.11 (2H, m), 3.98-3.78 (2H, m), 3.15-3.00 (1H, m), 2.9-2.7 (2H, m), 2.6-2.2 (3H, m), 2.0-1.8 (2H, m), 1.741.5 (2H, m), 1.26 (3H, s), 1.2 (3H, m), 0.85 (3H, s); Mass: [M+1]+ 417 (10%), [M+Na]+ 439 (100%).

Provenance & Evidence