1-Phenylethanol → 1-Phenylethanol, (S)-

HRID 324753

Reaction equation

HRID 324753 reaction equation
[C:1]1([CH:7]([OH:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(C1C=CC=CC=1)(=O)C.C1([C@H](O)C)C=CC=CC=1>>[C:1]1([C@@H:7]([OH:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 74091-PhenylethanolHCID 7410AcetophenoneHCID 6375161-Phenylethanol, (R)-

Product 1

HCID 4431351-Phenylethanol, (S)-Yield 61%

Procedure

As shown here, the biochemical conversion reaction of immobilized green pea protein for the substrate (±)-1-phenylethanol (201 mg) requires 6 days by going through bioconversion to acetophenone accompanying sterically selective oxidation of (R)-1-phenylethanol to obtain 122 mg of (S)-1-phenylethanol at a yield of 61%. Optical purity was obtained at 98% e.e.

Sources & evidence

ORD record
ord-6d584782475d4c34bac67076c47702c2
Source dataset
uspto-grants-2001_04
Patent number
US06218581B1

Linked notes

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