HCID 178470407, compound → HCID 178420975, compound

Participants

Reaction Steps

Palladium on charcoal (50 mg, 5% Pd) was added to a solution 2-Benzyloxy-6a-methyl-4b,5,6,6a,8,10,10a,10b,11,12-decahydro-7,8-diaza-pentaleno[2,1-a]phenanthrene-9-carboxylic acid ethyl ester(214 mg, 0.5 mmol, CAB03051) in THF (15 mL) and ethanol (15 mL). The resulting mixture was stirred under a hydrogen-atmosphere (balloon) for 24 hours, filtered through a 3 cm layer of celite and concentrated under reduced pressure. The residue was dried under high vacuum. Yield: 165 mg (98%) light grey solid. 1H-NMR (DMSO-d6, 400 MHz), δ: 0.92 (s, 3H, —CH3), 1.30-2.86 (m, 13H), 6.44 (d, J=2.3 Hz, 1H), 6.52 (dd, J=8.6, 2.3 Hz, 1H), 7.05 (d, J=8.6 Hz, 1H), 9.02 (s, 1H, —OH), 12.90 (bs, 2H, —COOH and NH). LRMS (FAB+): 176.0 (100), 329.1 (45, [M+H]+). HRMS (FAB+): 339.171135 C20H23N2O3requires 339.170868

Provenance & Evidence