HCID 66791724, compound → HCID 66785192, compound

Participants

Reaction Steps

tert-Butyl (R)-4-((R)-3-(1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-1-(biphenyl-4-yl)-4-oxobutan-2-ylcarbamate (5C) (0.22 mmol, 120 mg) in DCM (5 mL) was added TEA (1 mL). The reaction solution was stirred at rt for 1 h and then concentrated in vacuo. The residue was purified by preparative LC/MS (20-50% CH3CN in H2O) to afford the title compound (R)-1-((R)-3-(1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-3-amino-4-(biphenyl-4-yl)butan-1-one (71) (0.14 mmol, 63 mg, two-step yield: 63.6%). ESI-MS: m/z 439.4 (M+H)+. 1H NMR (400 MHz, MeOD) δ ppm 1.56-1.75 (m, 1H) 1.92 (ddd, J=13.77, 7.29, 3.51Hz, 1H) 2.06 (dd, J=13.01, 3.66 Hz, 1H) 2.38 (dd, J=9.09, 3.73 Hz, 1H) 2.69-2.89 (m, 2H) 3.00-3.16 (m, 2H) 3.16-3.26 (m, 1H) 3.39-3.49 (m, 1H) 3.88 (ddd, J=10.80, 7.33, 3.79 Hz, 1H) 4.32 (d, J=9.54 Hz, 1H) 4.64 (d, J=13.14 Hz, 1H) 4.83 (dd, J=12.92, 3.44 Hz, 1H) 7.29-7.46 (m, 5H) 7.54-7.66 (m, 6H) 7.77 (dd, J=6.16, 3.13 Hz, 2H).

Provenance & Evidence