HCID 69747063, compound → HCID 69750542, compound

Participants

Reaction Steps

In a Paar flask charged with palladium hydroxide (20 wt % on carbon, 0.423 g) was added (3R,4S)-3-benzyloxycarbonylamino-4-[(S)-3-(4-fluoro-benzyl)-piperidine-1-carbonyl]-piperidine-1-carboxylic acid t-butyl ester (1.41 g, 2.53 mmol) and methanol (30 mL). The reaction was hydrogenated at 60 psi with vigorous shaking for 65 hours. The reaction mixture was filtered through a bed of celite and then concentrated in vacuo to give a thick oil (1.19 g) which was used without further purification. 1H NMR (300 MHz, CDCl3), δ: 7.06 (m, 4H), 4.45 (m, 2H), 4.21 (m, 2H), 3.81 (m, 2H), 3.62 (m, 2H), 3.23 (m, 2H), 3.08 (m, 1H), 2.67 (m, 2H), 2.45 (m, 2H), 2.21 (m, 1H), 1.45 (s, 9H). MS (APCI), m+/z: (M+H)+=420.3.

Provenance & Evidence