4'-Methoxyacetophenone → (S)-1-(4-Methoxyphenyl)ethanol

HRID 324751

Reaktionsgleichung

Reaktionsgleichung von HRID 324751
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([OH:11])[CH3:10])=[CH:5][CH:4]=1.CC(C1C=CC(OC)=CC=1)=O.COC1C=CC([C@H](O)C)=CC=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([OH:11])[CH3:10])=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 74764'-MethoxyacetophenoneHCID 1011481-(4-Methoxyphenyl)ethanolHCID 641443(1R)-1-(4-methoxyphenyl)ethan-1-ol

Produkt 1

HCID 6950190(S)-1-(4-Methoxyphenyl)ethanolAusbeute 48 %

Versuchsvorschrift

As shown here, the biochemical conversion reaction of immobilized green pea protein for the substrate (±)-1-(4-methoxyphenyl)ethanol (200 mg) requires 7 days by going through bioconversion to 4-methoxyacetophenone accompanying sterically selective oxidation of (R)-1-(4-methoxyphenyl)ethanol to obtain 96 mg of (S)-1-(4-methoxyphenyl)ethanol at a yield of 48%. Optical purity was obtained at 95% e.e. Furthermore, HPLC conditions were set at a flow rate of 1.0 ml/min, while GC conditions were set to an oven temperature of 190° C.

Quellen und Nachweise

ORD-Eintrag
ord-f42b498c7bc14a1281df39bc764373c6
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218581B1

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