HCID 69286088, compound → HCID 86596954, compound

Participants

Reaction Steps

A suspension of (1R,2S,5R)-2-(2-(4-(benzyloxy)-3-tert-butylbenzamido)acetamido)-5-(tert-butoxycarbonyl)cyclohexanecarboxylic acid (100 mg, 0.17 mmol) and 10% Pd/C (100 mg) in MeOH (10 mL) was exposed to an atmosphere of hydrogen for 14 h. The reaction mixture was filtered through diatomaceous earth, rinsed with MeOH (400 mL) and concentrated in vacuo to provide (1R,2S,5R)-5-(tert-butoxycarbonyl)-2-(2-(3-tert-butyl-4-hydroxybenzamido)acetamido)cyclohexanecarboxylic acid (87 mg, quant.) as a white solid: 1H NMR (300 MHz, CD3OD) δ 7.79-7.78 (m, 1H), 7.61-7.58 (m, 1H), 6.80-6.75 (m, 1H), 4.59 (s, 1H), 3.99 (s, 2H), 3.45-2.89 (m, 4H), 2.54 (s, 1H), 2.18-1.25 (m, 6H), 1.42 (s, 9H), 1.41 (s, 9H); MS found: (M+H)+=492.

Provenance & Evidence