Lithium borohydride → HCID 178447299, Verbindung
Reaktionsgleichung
C[O:2][C:3](=O)[C@H:4]([CH:30]([CH3:32])[CH3:31])[N:5]([C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]2[NH:23][N:22]=[N:21][N:20]=2)=[CH:9][CH:8]=1.[BH4-].[Li+]>>[NH:23]1[C:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:10]2[CH:11]=[CH:12][C:7]([CH2:6][N:5]([C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])[C@H:4]([CH2:3][OH:2])[CH:30]([CH3:31])[CH3:32])=[CH:8][CH:9]=2)=[N:20][N:21]=[N:22]1Komponenten
3
Versuchsvorschrift
0.8 g of N-valeryl-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine methyl ester is dissolved in 30 ml of ThF, treated at 5° C. with 83 mg of lithium borohydride and stirred at room temperature for 24 h. The reaction mixture is then concentrated, treated with water and adjusted to pH 2 with hydrochloric acid, a white precipitate forming. The mixture is extracted with ethyl acetate, washed with water and brine, dried and finally separated by means of flash chromatography (CH2Cl2 --MeOH 5:1). FAB-MS: m/e=422 (M+H)+.
Aufarbeitung
- concentrationThe reaction mixture is then concentrated
- additiontreated with water
- customa white precipitate forming