HCID 57988326, compound → HCID 57988339, compound

Participants

Reaction Steps

To a vessel containing (2S,4R)-1-benzyl 2-methyl 4-(allylsulfonyl)-4-(biphenyl-4-yl)pyrrolidine-1,2-dicarboxylate (1.90 g, 3.66 mmol) and MeOH (100 mL) was added palladium/C (0.195 g, 0.183 mmol). The vessel was placed on Parr shaker under hydrogen with 25 psi pressure for 4 h. Quenched with CELITE®. Filtered, evaporated to afford the desired product (2S,4R)-1-benzyl 2-methyl 4-(biphenyl-4-yl)-4-(propylsulfonyl)pyrrolidine-1,2-dicarboxylate (1.77 g, 3.39 mmol, 93% yield) as a white solid. 1H NMR (400 MHz, MeOD) δ ppm 0.85-1.06 (m, 3 H) 1.64 (dt, J=14.87, 7.50 Hz, 2 H) 2.71-2.82 (m, 1 H) 3.01 (dt, J=13.05, 9.16 Hz, 1 H) 3.25-3.41 (m, 1 H) 3.60-3.84 (m, 3 H) 4.16-4.35 (m, 2 H) 4.69 (dd, J=11.42, 6.65 Hz, 1 H) 4.91-5.28 (m, 2 H) 7.14-7.43 (m, 6 H) 7.44-7.53 (m, 2 H) 7.63-7.88 (m, 6 H). LC-MS (retention time: 1.75 min, method A), MS m/z 522 (M+H).

Provenance & Evidence