(2S,3S)-benzyl 3-azido-2-(tert-butoxycarbonylamino)butanoate → (2S,3S)-3-Amino-2-((tert-butoxycarbonyl)amino)butanoic acid
Reaktionsgleichung
[N:1]([C@@H:4]([CH3:24])[C@H:5]([NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:6]([O:8]CC1C=CC=CC=1)=[O:7])=[N+]=[N-]>CO>[NH2:1][C@@H:4]([CH3:24])[C@H:5]([NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:6]([OH:8])=[O:7]Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of (2S,3S)-benzyl 3-azido-2-(tert-butoxycarbonylamino)butanoate (1.7 g, 5.08 mmol) and PdC (5%, wet) (340 mg, 319 μmol) in MeOH (16.4 g, 20.7 ml) was shaken under H2 (50 PSI) for 3.5 h, then filtered through a bed of celite and concentrated to give (2S,3S)-3-amino-2-(tert-butoxycarbonylamino)butanoic acid (1.15 g, quant.) as a white solid.