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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112378Generated: November 1, 2026

Phosphate → Ethyl 2-hydroxy-4-phenylbutyrate, (+-)-

https://huagongshe.com/reaction/2112378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantSodium CarbonateHCID 10340—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantEthyl alpha-oxobenzenebutanoateHCID 562087—
CatalystNadide (JAN/USAN/INN)HCID 5893—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-hydroxy-4-phenylbutyrate, (+-)-HCID 409262179.2%

Reaction Conditions

Temperature30 °C

Reaction Steps

3.0 g of ethyl 2-oxo-4-phenylbutyrate, 0.49 g of the above-mentioned wet cell, 3.0 mg of NAD+, 4.5 g of glucose and 30 ml of 100 mM phosphate buffering solution (pH 7.0) were mixed and stirred at 30° C. for 27 hours. During stirring, 2M sodium carbonate aqueous solution was added gradually so that the reaction solution had a pH of 7.0. Thereafter, to the reaction liquid was added 50 ml of ethyl acetate, then, centrifugal separation was performed to obtain an organic layer. This organic layer was dehydrated over magnesium sulfate, and ethyl acetate was distilled off, to obtain 2.4 g of ethyl 2-hydroxy-4-phenylbutyrate. The optical purity of the resulting ethyl 2-hydroxy-4-phenylbutyrate was measured, to find 98.5% e.e. for (R) configuration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524666B2
Source datasetuspto-grants-2009_04
ORD IDord-d3a480e490b841018fefbacad83d3226
Source noteuspto-grants-2009_04