HCID 140407445, compound → tert-butyl N-(2-aminoethoxy)-N-[N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate

Participants

Reaction Steps

A mixture of [N,N′-di(tert-butoxycarbonyl)]2-(benzyloxycarbonylamino)ethoxyguanidine (0.73 g, 1.50 mmol), as prepared in the preceding step, 10% Pd/C (0.07 g) in ethanol (20 mL) and tetrahydrofuran (20 mL) was stirred under hydrogen (balloon) for 30 min. The catalysts were removed by filtration through Celite, the filtrate was concentrated in vacuo, and the residue was purified on a Waters silica Sep-Pak (5% methanol in dichloromethane saturated with ammonia) to give the title compound as a colorless oil (0.29 g, 61%). 1H-NMR (300 MHz, CDCl3) δ 9.08 (bs, 1H), 4.08 (t, J=5.2 Hz, 2H), 2.99 (q, J=5.1 Hz, 2H), 1.50 (s, 9H), 1.48 (s, 9H).

Provenance & Evidence