p-Nitroacetophenone → (1S)-1-(4-nitrophenyl)ethan-1-ol

HRID 324758

Reaktionsgleichung

Reaktionsgleichung von HRID 324758
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:12])[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].CC(C1C=CC([N+]([O-])=O)=CC=1)=O.[N+](C1C=CC([C@H](O)C)=CC=1)([O-])=O>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C@@H:10]([OH:12])[CH3:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 3

HCID 7487p-NitroacetophenoneHCID 5923761-(4-Nitrophenyl)ethan-1-olHCID 9793932(R)-1-(4-nitrophenyl)ethanol

Produkt 1

HCID 9815318(1S)-1-(4-nitrophenyl)ethan-1-olAusbeute 45 %

Versuchsvorschrift

As shown here, the biochemical conversion reaction of immobilized soy bean protein for the substrate (+)-1-(4-nitrophenyl)ethanol (200 mg) requires 4 days by going through bioconversion to 4-nitroacetophenone accompanying sterically selective oxidation of (R)-1-(4-nitrophenyl)ethanol to obtain 90 mg of (S)-1-(4-nitrophenyl)ethanol at a yield of 45%. Optical purity was obtained at 99% e.e.

Quellen und Nachweise

ORD-Eintrag
ord-9ea6a878d27746e0bbd70d57d63a7ee5
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218581B1

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