Sodium cyanoborohydride → HCID 68468480, Verbindung
Reaktionsgleichung
O=[C:2]1[CH:7]2[CH2:8][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:10][CH:3]1[CH2:4][N:5]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6]2.C([BH3-])#N.[Na+]>C1COCC1>[CH:3]12[CH2:2][CH:7]([CH2:8][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:10]1)[CH2:6][N:5]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:4]2Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 3-tert-butyl 7-methyl 9-oxo-3-azabicyclo[3.3.1]nonane-3,7-dicarboxylate (22.1 g) in THF (372 mL) was added p-toluenesulfonylhydrazide (16.6 g). The reaction mixture was stirred at room temperature for 2 hr, sodium cyanoborohydride was added. The mixture was stirred at 65° C. for 16 hr, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (9.50 g).