HCID 86600512, compound → HCID 86600513, compound

Participants

Reaction Steps

A solution of ethyl (4aRS,8SR,8aSR)-2-benzyl-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxylate (440 mg, 1.47 mmol) in methanol (10 mL) was treated with 10% palladium on charcoal (20 mg) and stirred for 16 hours under an atmosphere of hydrogen. The mixture was filtered, and the filtrate was concentrated to provide a colorless oil (305 mg, 98%). 1H NMR (300 MHz, CDCl3) δ4.09 (q, J=7 Hz, 2H), 3.07 (m, 1H), 2.94 (dd, J=12, 4 Hz, 1H), 2.60 (m, 2H), 2.25 (J=12, 11 Hz, 1H), 2.0-1.7 (m, 3H), 1.6-1.2 (m, 6H), 1.91 (t, J=7 Hz, 3H), 1.10 (m, 2H). Mass spec (ES+) m/z 212.4 (M+H+, 100%).

Provenance & Evidence