tert-Butyl cis-5-azido-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate → tert-Butyl cis-5-amino-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate
Reaktionsgleichung
[N:1]([C@H:4]1[CH2:9][N:8]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C@@H:7]([CH2:17][C:18]2([OH:24])[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[CH2:6][CH2:5]1)=[N+]=[N-]>[Pd].CO>[NH2:1][C@H:4]1[CH2:9][N:8]([C:10]([O:12][C:13]([CH3:15])([CH3:16])[CH3:14])=[O:11])[C@@H:7]([CH2:17][C:18]2([OH:24])[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[CH2:6][CH2:5]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
The mixture of tert-butyl cis-5-azido-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate (253 mg, 0.743 mmol, step 4 of Example 2) and 10 wt. % palladium on carbon (50 mg) in methanol (5 mL) was stirred under hydrogen (4 atom) at room temperature for 7 h. The mixture was filtered through a pad of Celite washing with methanol and the filtrate was concentrated to give 244 mg (quant.) of the title compound as a colorless oil.