Reaktion #84708

Reaktionsgleichung

ethyl 3-(benzyloxycarbonylamino)-4-((2-(trimethylsilyl)ethoxy)carbonylamino)cyclohexanecarboxylate

hydrogen

→

title compound

Ausbeute 89.0%

ethyl 3-amino-4-((2-(trimethylsilyl)ethoxy)carbonylamino)cyclohexanecarboxylate

Ausbeute 89.0%

Lösungsmittel

isopropanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered through a pad of celite
2. 2
   EinengenThe filtrate was concentrated
3. 3
   Sonstigepurified by silica gel chromatography (methanol/dichloromethane=1/30 to 1/10)

Vorschrift

A mixture of Racemate-ethyl 3-(benzyloxycarbonylamino)-4-((2-(trimethylsilyl)ethoxy)carbonylamino)cyclohexanecarboxylate (1.7 g, 3.7 mmol) and 5% palladium on carbon (50% wet, 300 mg) in isopropanol (35 mL) was stirred under 1 atm hydrogen atmosphere at room temperature for 18 hours. The mixture was filtered through a pad of celite. The filtrate was concentrated and purified by silica gel chromatography (methanol/dichloromethane=1/30 to 1/10) to afford the title compound (1.0 g, 89%) as a yellow oil. MS (ES+) C15H30H2O4Si requires: 330, found: 331 [M+H]+.

Quelle