HCID 53654855, compound → HCID 86758387, compound

Participants

Reaction Steps

A mixture of [2-allyl-6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3,7-dioxo-[1,2]diazepan-1-yl]-acetic acid tert-butyl ester (5b) (380 mg, 0.89 mmol) and 20% palladium (II) hydroxide on carbon (Pearlman's catalyst) (80 mg) in ethanol (10 mL) was stirred under hydrogen atmosphere for 3 hours. The reaction mixture was filtered through Celite and the filtrate was evaporated in vacuo to give 380 mg (99.5% yield) of the title compound. 1H-NMR (500 MHz, CDCl3) δ 1.05-1.09 (t, 3H), 1.47 (s, 9H), 1.71-1.82 (m, 2H), 2.33-2.46 (m, 1H), 5 2.46-2.53 (m, 1H), 3.00-3.09 (m, 1H), 3.43-3.60 (m, 2H), 3.95-4.00 (d, 1H), 4.10-4.18 (m, 1H), 4.54-4.58 (d, 1H), 5.40-5.45 (m, 1H), 7.70-7.76 (m, 2H), 7.80-7.85 (m, 2H). Analytical HPLC: 13.53 min. LC-MS (ES+): m/e=430 (M+H+).

Provenance & Evidence