Hexylamine → HCID 86599750, Verbindung
Reaktionsgleichung
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][C:13]1=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:19](Cl)(Cl)(Cl)=[O:20].[CH2:24]([NH2:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>O1CCCC1>[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][N:14]([P:19]([NH:30][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])([NH:30][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:20])[C:13]1=[O:18])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of (3S)-3-benzyloxycarbonylamino-2-piperidone (2.48 g, 9.99 mmol) in tetrahydrofuran (25 mL) was cooled at an external temperature of −78° C., followed by adding dropwise thereto an n-butyllithium-hexane solution (1.54 M, 6.2 mL, 9.548 mmol) over a period of 10 minutes, and the resulting mixture was stirred at the same temperature for 1.5 hours. Subsequently, a solution of phosphorus oxychloride (1.53 g, 9.98 mmol) in tetrahydrofuran (5 mL) was added thereto and stirred for 1.25 hours, after which n-hexylamine (d=0.76, 6.0 mL, 45.06 mmol) was added thereto and the resulting mixture was stirred at room temperature for 10 minutes.