HCID 86666533, compound → HCID 14721696, compound

Participants

Reaction Steps

To a solution of benzyl ester 57 (1.09 g, 2.21 mmol) in MeOH (11 mL) was added palladium on carbon (10% wt, 100 mg) slurried in MeOH (1 mL). Hydrogen gas was bubbled through the solution to saturate, and the mixture was stirred under hydrogen atmosphere (balloon) for 1.5 h. The reaction mixture was filtered through celite, solids were rinsed with several small portions of MeOH. The combined filtrates were concentrated to dryness to provide acid 58 (887 mg, 99%) as a white foam. 1H NMR (400 MHz, DMSO-d6) δ 1.21-1.43 (m, 4H), 1.37 (2s, 18H), 1.43-1.53 (m, 1H), 1.55-1.63 (m, 1H), 2.84-2.90 (m, 2H), 3.68 (dd, J=17.6, 5.8 Hz, 1H), 3.78 (dd, J=17.6, 5.8 Hz, 1H), 3.87-3.92 (m, 1H), 6.74-6.77 (m, 1H), 6.82 (d, J=8.0 Hz, 1H), 8.03 (t, J=5.8 Hz, 1H).

Provenance & Evidence