Lithium Hydroxide → HCID 178448326, Verbindung
Reaktionsgleichung
C[O:2][C:3](=[O:34])[C@@H:4]([NH:8][C:9]([C:12]1[O:16][N:15]=[C:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]3[S:25][C:26]4[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:27]=4[N:28]=3)=[CH:19][CH:18]=2)[CH:13]=1)=[N:10][OH:11])[CH:5]([CH3:7])[CH3:6].[Li+].[OH-]>C1COCC1>[F:33][C:31]1[CH:30]=[CH:29][C:27]2[N:28]=[C:24]([NH:23][C:20]3[CH:21]=[CH:22][C:17]([C:14]4[CH:13]=[C:12]([C:9]([NH:8][C@@H:4]([CH:5]([CH3:7])[CH3:6])[C:3]([OH:34])=[O:2])=[N:10][OH:11])[O:16][N:15]=4)=[CH:18][CH:19]=3)[S:25][C:26]=2[CH:32]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 42.5 °C
Versuchsvorschrift
To a solution of (S)-2-({3-[4-(6-Fluoro-benzothiazol-2-ylamino)-phenyl]-N-hydroxy-isoxazole-5-carboximidoyl}-amino)-3-methyl-butyric acid methyl ester (0.3 g; 0.62 mmol) in THF (3 ml) was added 1N LiOH (0.81 ml; 0.81 mmol) under stirring for 48 hours, followed by heating at 40-45° C. for 2 hours. Solvent was removed from the reaction mixture and the residue was diluted with water (5 ml) and acidified to pH 2 with 2N HCl. The semisolid material obtained was extracted with EtOAc, washed with water (2×5 ml), and dried over anhydrous Na2SO4. The residue was purified by flash chromatography with 10-50% MeOH in chloroform. The pure material obtained was triturated with acetone and light petroleum, filtered and dried under vacuum pump to yield 0.16 g (55%) of the title compound. Mass