反応 #77157

反応方程式

[N,N′-di(tert-butoxycarbonyl)]3-(benzyloxycarbonylamino)-1-propoxyguanidine

→

title compound

収率 28.3%

[N,N′-Di(tert-butoxycarbonyl)]3-amino-1-propoxyguanidine

収率 28.3%

溶媒

ethanol

tetrahydrofuran

反応条件

後処理

1. 1
   その他The catalyst was removed by filtration through Celite
2. 2
   濃縮the filtrate was concentrated in vacuo
3. 3
   その他the residue was purified by Waters Sep-Pak (10 g, 95:5 methylene chloride:methanol saturated with amnonia)

実験手順

A mixture of [N,N′-di(tert-butoxycarbonyl)]3-(benzyloxycarbonylamino)-1-propoxyguanidine (760 mg, 1.7 mmol), as prepared in the preceding step, and 10% Pd/C (80 mg) in ethanol (20 mL) and tetrahydrofuran (20 mL) was hydrogenated under hydrogen (balloon) for 30 min. The catalyst was removed by filtration through Celite, the filtrate was concentrated in vacuo, and the residue was purified by Waters Sep-Pak (10 g, 95:5 methylene chloride:methanol saturated with amnonia) to give the title compound as a colorless oil (160 mg,28%). 1H-NMR (300 MHz, CDCl3) δ4.12 (t, J=6.1 Hz, 2H), 2.85 (t, J=6.7 Hz, 2H), 1.84 (pentet, J=6.2 Hz, 2H), 1.50 (s, 9H), 1.48 (s, 9H).

出典