Reaktion #77159

Reaktionsgleichung

2-(benzyloxycarbonylamino)ethoxyamine

N,N-dimethylformamide

[N,N′-di(tert-butoxycarbonyl)]amidinopyrazole

→

title compound

Ausbeute 93.0%

[N,N′-Di(tert-butoxycarbonyl)]2-(benzyloxycarbonylamino)ethoxyguanidine

Ausbeute 93.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated under high vacuum
2. 2
   SonstigeThe residue was purified by flash column chromatography (0-5% ethyl acetate in methylene chloride)

Vorschrift

To a solution of 2-(benzyloxycarbonylamino)ethoxyamine (780 mg, 3.7 mmol), as prepared in the preceding step, in N,N-dimethylformamide (20 mL) was added [N,N′-di(tert-butoxycarbonyl)]amidinopyrazole (1.25 g, 4.0 mmol). The mixture was stirred at room temperature overnight, the solvent was evaporated under high vacuum. The residue was purified by flash column chromatography (0-5% ethyl acetate in methylene chloride) to give the title compound as a colorless oil (1.55 g, 93%). 1H-NMR (300 MHz, CDCl3) δ9.08 (s, 1H), 7.67 (s, 1H), 7.33 (m, 5H), 6.21 (br s, 1H), 5.21 (br s, 1H), 5.11 (s, 2H), 4.12 (t, J=4.8 Hz, 2H), 3.54 (q, J=4.9 Hz, 2H), 1.49 (s, 9H), 1.46 (s, 9H).

Quelle