69134-53-8

Basic information

• Product Name: Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester
• Synonyms: Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester;Diethyl2-hydroxyglutarate;2-Hydroxyglutaric acid diethyl ester;Pentanedioic acid, 2-hydroxy-, diethyl ester;Pentanedioic acid, 2-hydroxy-, 1,5-diethyl ester;Diethyl 2-hydroxypentanedioate
• CAS NO: 69134-53-8
• Molecular Formula: C₉H₁₆O₅
• Molecular Weight: 204.22034
• Mol File: 69134-53-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 291.8°C at 760 mmHg
• Flash Point: 107.8°C
• Appearance: /
• Density: 1.122g/cm³
• Vapor Pressure: 0.000205mmHg at 25°C
• Refractive Index: 1.448
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 12.84±0.20(Predicted)
• CAS DataBase Reference: Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester(69134-53-8)
• EPA Substance Registry System: Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester(69134-53-8)

Safety Data

• Hazardous Substances Data: 69134-53-8(Hazardous Substances Data)

Usage

General Description

Diethyl 2-hydroxyglutarate, also known as 2-hydroxyglutaric acid diethyl ester, is a chemical compound with the molecular formula C8H14O5. It is commonly used as a reagent in organic synthesis and has been studied for its potential pharmacological properties. Diethyl2-hydroxyglutarate,2-Hydroxyglutaricaciddiethylester has been found to have antioxidant and anti-inflammatory effects, and it has also been investigated for its potential as a treatment for certain neurological disorders. Additionally, diethyl 2-hydroxyglutarate has been studied for its potential to inhibit the activity of certain enzymes involved in cancer metabolism, making it a potential candidate for cancer therapy.

InChI:InChI=1/C9H16O5/c1-3-13-8(11)6-5-7(10)9(12)14-4-2/h7,10H,3-6H2,1-2H3

Upstream product

• 2889-31-8 2-hydroxyglutaric acid 
• 5965-53-7 diethyl 2-ketoglutarate 
• 73178-43-5 (E)-diethyl glutaconate 
• 64-17-5 ethanol 
• 368-39-8 triethyloxonium fluoroborate 
• 328-50-7 α-ketoglutaric acid 
• 7209-00-9 diethyl 2-bromoglutarate 
• 110-94-1 1,5-pentanedioic acid 
• 305-72-6 α-ketoglutaric acid disodium salt 

Downstream Products

• 33019-03-3 (R)-(-)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester 
• 1126-51-8 (S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester 
• 1126-51-8 (+/-)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester 

Relevant articles and documents

Biotechnological properties of sponges from northeast Brazil: Cliona varians as a Biocatalyst for Enantioselective Reduction of Carbonyl Compounds

To research the potential ability of whole marine sponges to act as biocatalysts, this paper describes for the first time the employment of whole Cliona varians sponge in the stereoselective reduction of prochiral α-keto esters and isatin to the corresponding chiral alcohols. The addition of D-fructose, D-glucose or sucrose remarkably increased the conversion ratios and stereoselectivities by this marine sponge. Furthermore, in the presence of D-glucose and D-maltose, the reduction of isatin by C. varians afforded the corresponding 3-hydroxyindolin-2-one with high conversions (85-90percent) and good enantioselectivities (60-74percent). These results showed that the marine sponge presents great potential to be used as biocatalyst for stereoselective reduction of carbonyl compounds.

Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al2O3 catalysts

The first direct asymmetric synthesis of chiral alkyl 5- oxotetrahydrofuran-2-carboxylates (up to 96% ee), which are important building blocks in the synthesis of natural products by heterogeneous cinchona-modified Pt-catalyzed hydrogenation of α-ketoglutaric acid esters and subsequent cyclization of hydroxy esters is described.

Stereochemical control in microbial reduction. Part 31: Reduction of alkyl 2-oxo-4-arylbutyrates by baker's yeast under selected reaction conditions

Treatment of baker's yeast with phenacyl chloride in an aqueous-organic solvent has been proven to be an effective method of inhibiting the enzymes that afford (S)-enantiomers of α-hydroxy esters in the reduction of α-keto esters. The procedure is effective for the whole-cell system to produce the (R)-product with high chemical yield and high enantiomeric excess.