ethyl (1R,3R,4S)-2-[(S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate → HCID 10535139, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl (1R, 3R, 4S)-2-[(S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate (3.84 g, 14.2 mmol) in ethyl acetate (28 ml) was added 20 wt % Pd(OH)2 (4.97 g), and the mixture was stirred under a hydrogen atmosphere at 45° C. 64 hours. After a filtration through Celite, the solvent was concentrated. The residue was purified by silica gel column chromatography (1%–5% methanol/chloroform), to give ethyl (1S, 3R, 4R)-2-azabicyclo[2.2.1]heptane-3-carboxylate (0.595 g, 25%).

Provenance & Evidence