Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate → (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic Acid Ethyl (2R)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

HRID 351515Notes

Reaction equation

HRID 351515 reaction equation
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2]>P([O-])([O-])([O-])=O>[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([OH:7])=[O:6])[CH3:2].[CH2:1]([O:3][C@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2]

Participants

3

Reactant 1

HCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

Product 1

HCID 86587058(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic Acid Ethyl (2R)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent2×

Procedure

To ethyl (2RS) (+/−) 2-ethoxy-3-(4-hydroxyphenyl)-propanoate (0.25 ml of a solution containing 2 mg/ml in phosphate 0.1M buffer pH 7) was added the enzyme (amount indicated below) diluted in phosphate buffer 0.1M pH 7 (buffer volume such as total reaction mixture volume was 0.5 ml). The reaction mixture was shaken at room temperature and analysed at different times. The reaction mixture was analysed by the gradient HPLC method 1 and by the chiral CE method 2.

Workup

  1. additionwas added the enzyme (amount indicated below)

Sources & evidence

ORD record
ord-88f83804299c490ba960e1df808f94ce
Source dataset
uspto-grants-2004_06
Patent number
US06743608B2

Reaction notes

Loading…