Benzyl succinimido carbonate → HCID 22994595, compound

Participants

Reaction Steps

To a solution of 1-amino-3,5-dimethyl-7-hydroxymethyl adamantane (60 mg) in THF (3 mL) was added N-(benzyloxycarbonyloxy)-succinimide (74 mg) and the mixture was stirred at room temperature overnight. THF was removed and the residue was dissolved in ethyl acetate. The solution was washed with water and brine. The product was purified by thin layer chromatography eluting with ethyl acetate and hexane (1:4, v/v) to give a white solid (80 mg). 1H NMR (DMSO-d6, ppm): 7.33 (in, 5 H, C6H5), 6.89 (brs, 1 H, NH), 4.94 (s, 2 H, OCH2), 4.32 (t, 1 H, OH, J=5.7 Hz), 3.04 (d, 2 H, CH2OH, J=5.7 Hz), 1.46 (dd, 6 H), 1.04 (dd, 6 H), 0.84 (s, 6 H, 2×CH3).

Provenance & Evidence