HCID 69750535, compound → HCID 69747091, compound

Participants

Reaction Steps

In a dry 500-mL Paar flask charged with Palladium hydroxide (20 wt % Pd, dry basis, on carbon, 0.22 g) was added methanol (50 mL) and (3S,4R)-4-[(R)-1-Phenyl-ethylamino]-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (2.11 g, 6.05 mmol). The reaction mixture was hydrogenated at 53 psi for 42 hours with vigorous shaking. The reaction mixture was filtered through a plug of celite. The plug was washed with 20 mL of ethanol and the combined filtrates were concentrated in vacuo to give a colorless oil (1.32 g, 89%). 1H NMR (300 MHz, CDCl3), δ: 4.38 (bd, J=12, 1H), 4.16 (m, 1H), 3.30 (m, 1H), 2.70 (m, 2H), 1.90-2.40 (m, 5H), 1.45 (s, 9H). MS (ESI), m+/z: (M+H)+=245.1.

Provenance & Evidence