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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678041Generated: October 30, 2026

NADP nicotinamide-adenine-dinucleotide phosphate → Ethyl (3S)-4-chloro-3-hydroxybutanoate

https://huagongshe.com/reaction/1678041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNADP nicotinamide-adenine-dinucleotide phosphateHCID 5886—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 4-chloroacetoacetateHCID 69484—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ProductEthyl (3S)-4-chloro-3-hydroxybutanoateHCID 701927793.1%

Reaction Conditions

Temperature30 °C

Reaction Steps

To 50 ml of a culture solution of E. coli HB101 (pNTCMG1) prepared in the same manner as in Example 6, 6 g of glucose, 4 mg of NADP were added. The reaction solution was stirred at 30° C. While the pH of the reaction solution was adjusted to pH 6.5 by adding 5 M sodium hydroxide dropwise, 5 g in total of ethyl 4-chloro-3-oxobutyrate was added at a rate of 0.5 g/hour. Stirring was continued for a further 5 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate. The solvent was removed and then an extracted material was analyzed. As a result, ethyl (S)-4-chloro-3-hydroxybutyrate having an optical purity of 80.5% e.e. was obtained in a yield of 93.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008461B2
Source datasetuspto-grants-2011_08
ORD IDord-86b9b2de681b407483756a69aa8e6a36
Source noteuspto-grants-2011_08