HCID 86727498, compound → HCID 86727500, compound

Participants

Reaction Steps

A mixture of 3-[(R)-1-((R)-7-isopropenyl-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-ethyl]-3-methyl-azetidine-1-carboxylic acid tert-butyl ester (0.0795 g, 0.175 mmol) and 10% Pd/C (0.037 g, 0.035 mmol) in MeOH (10 mL) was stirred under H2 for 1 h at rt. The reaction mixture was filtered, the filtrate was evaporated to dryness and the residue was purified by prep-TLC (eluting with 50% EtOAc in petroleum ether) to give 3-[(R)-1-((R)-7-isopropyl-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-ethyl]-3-methyl-azetidine-1-carboxylic acid tert-butyl ester (0.061 g, 76%) as a solid. LC/MS (Table 1, Method 4) Rt=2.972 min.; MS m/z: 457 [M+H]+. 1H NMR (CDCl3, 400 MHz): δ 8.03 (brs, 1H), 7.00-6.92 (m, 1H), 6.64 (brs, 1H), 4.77-4.70 (m, 1H), 4.65-4.52 (m, 2H), 3.92-3.79 (m, 2H), 3.57-3.51 (m, 1H), 3.45 (m, 1H), 3.30 (m, 1H), 3.23-3.14 (m, 1H), 1.55-1.45 (m, 12H), 1.34-1.24 (m, 12H).

Provenance & Evidence