Hydrochloric Acid → HCID 22940458, Verbindung
Reaktionsgleichung
[C:1]([N:5]1[N:9]=[N:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][N:17]([NH:37][C:38](=[O:49])[C@H:39]([C:45]([CH3:48])([CH3:47])[CH3:46])[NH:40][C:41]([O:43][CH3:44])=[O:42])[CH2:18][C@H:19]([OH:36])[C@@H:20]([NH:28]C(OC(C)(C)C)=O)[CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:12][CH:11]=2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[ClH:50]>C1COCC1>[ClH:50].[C:1]([N:5]1[N:9]=[N:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][N:17]([NH:37][C:38](=[O:49])[C@H:39]([C:45]([CH3:48])([CH3:47])[CH3:46])[NH:40][C:41]([O:43][CH3:44])=[O:42])[CH2:18][C@H:19]([OH:36])[C@@H:20]([NH2:28])[CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:12][CH:11]=2)=[N:6]1)([CH3:2])([CH3:4])[CH3:3]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
Under a nitrogen atmosphere, 200 mg (0.293 mmol) of 1-[4-(2-tert-butyl-2H-tetrazol-5-yl)-phenyl]-4(S)-hydroxy-5(S)-N-(tert-butyloxycarbonyl)amino-2-N-[N-methoxycarbonyl-(L)-tert-leucyl]amino-6-phenyl-2-azahexane are dissolved in 2.3 ml of THF; 1.6 ml of aqueous 2N HCl are added and the mixture is stirred at 50° C. for 8 hours. The reaction solution is concentrated by evaporation; the residue is taken up several times in ethanol and concentrated by evaporation again (→title compound): TLC: Rf =0.08 (CH2Cl2 /MeOH 30:1); HPLC20-100(12') : tRet =9.9; 1H-NMR (CD3OD) d 8.03 and 7.50 (2d, J=8, each 2H), 7.32 (m, 5H), 4.18 and 3.91 (2d, J=4, 2H), 3.80 (m, 1H), 3.68 (s, 1H), 3.58 (s, 3H), 3.57 (m, 1H), 3.3-2.9 (m, 4H), 1.81 and 0.75 (2s, each 9H).