Aluminium lithium hydride → HCID 86694641, Verbindung

Reaktionsgleichung

[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH:7][C@@H:8]([C:12]1[O:13][C:14]([O:17][CH2:18][CH:19]([CH2:23][CH2:24][CH3:25])[CH2:20][CH2:21][CH3:22])=[CH:15][CH:16]=1)[CH2:9][C:10]#[N:11].N.CO.C(Cl)Cl>>[NH2:11][CH2:10][CH2:9][C@H:8]([C:12]1[O:13][C:14]([O:17][CH2:18][CH:19]([CH2:23][CH2:24][CH3:25])[CH2:20][CH2:21][CH3:22])=[CH:15][CH:16]=1)[OH:7]

Komponenten

Edukt 3

HCID 21226445Aluminium lithium hydride

HCID 21584172Ammonia methanol dichloromethane

HCID 86694642(R)-3-hydroxy-3-(5-((2-propylpentyl)oxy)furan-2-yl)propanenitrile

Produkt 1

HCID 86694641HCID 86694641, Verbindung

Versuchsvorschrift

LiAlH4 reduction of (R)-3-hydroxy-3-(5-((2-propylpentyl)oxy)furan-2-yl)propanenitrile following the method used in Example 1 gave after flash chromatography purification (2%-20% 7N NH3/MeOH—CH2Cl2 gradient) Example 32 as a colorless oil. Yield (0.080 g, 61%); 1H NMR (400 MHz, CD3OD) δ .6.11 (d, J=2.9 Hz, 1H), 5.11 (d, J=2.9 Hz, 1H), 4.56 (t, J=6.9 Hz, 1H), 3.88 (d, J=5.9 Hz, 2H), 2.65-2.78 (m, 2H), 1.88-1.96 (m, 2H), 1.70-1.80 (m, 1H), 1.30-1.44 (m, 8H), 0.085-0.97 (m, 6H); ESI-MS 270.2 m/z [M+H]+.