2-Chloro-4-(5-ethyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl)-3-methylbenzonitrile → Rac-2-chloro-4-[(4r,5r)-5-ethyl-4-hydroxy-3,3-dimethyl-2-oxopyrrolidin-1-yl]-3-methylbenzonitrile
Reaktionsgleichung
[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([N:11]2[CH:15]([CH2:16][CH3:17])[C:14](=[O:18])[C:13]([CH3:20])([CH3:19])[C:12]2=[O:21])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C([BH-](C(CC)C)C(CC)C)(CC)C.[Li+].C1COCC1>>[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([N:11]2[C@H:15]([CH2:16][CH3:17])[C@H:14]([OH:18])[C:13]([CH3:20])([CH3:19])[C:12]2=[O:21])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]Komponenten
3
Versuchsvorschrift
Using 2-chloro-4-(5-ethyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl)-3-methylbenzonitrile (310 mg) and lithium tri(sec-butyl)borohydride-THF solution (1.53 mL, 1 mol/L), and in the same manner as in Example 5, the title compound was obtained as a colorless solid (yield: 211 mg, 68%).
Quellen und Nachweise
- ORD-Eintrag
- ord-e6644725cae74e2fb16a16e94279780a