Diethyl 3-hydroxyglutarate

CAS: 32328-03-3

Ref. 3D-FD40458

Product Information

• Name: Diethyl 3-hydroxyglutarate
• Synonyms: 1,5-Diethyl 3-hydroxypentanedioate, 3-Hydroxyglutaric acid diethyl ester, Diethyl 3-hydroxypentanedioate, Diethyl-Beta-Hydroxyglutarate, Glutaric acid, 3-hydroxy-, diethyl ester, NSC 62681, Pentanedioic acid, 3-hydroxy-, 1,5-diethyl ester, Pentanedioic acid, 3-hydroxy-, diethyl ester

Description

Diethyl 3-hydroxyglutarate is a chiral molecule that is used in the synthesis of pharmaceuticals. It has been shown to inhibit HMG-CoA reductase and is used as an inhibitor in drug development. Diethyl 3-hydroxyglutarate inhibits the enzyme HMG-CoA reductase, which catalyzes the conversion of HMG-CoA to mevalonic acid. This irreversible reaction provides the rate limiting step for cholesterol synthesis, and as such, inhibition of this enzyme leads to decreased levels of cholesterol in the body. The hydroxy group on diethyl 3-hydroxyglutarate can be deprotonated with a strong base such as LDA or LiHMDS to form an enolate anion that can react with electrophiles such as ketones or aldehydes to form keto esters or acetals. Diethyl 3-hydroxyglutarate also has lipase activity,

• Brand: Biosynth

Chemical properties

• Molecular weight: 204.22 g/mol
• Formula: C₉H₁₆O₅
• Purity: Min. 95%
• InChI: InChI=1S/C9H16O5/c1-3-13-8(11)5-7(10)6-9(12)14-4-2/h7,10H,3-6H2,1-2H3
• InChI key: InChIKey=OLLQYIBTJXUEEX-UHFFFAOYSA-N
• SMILES: CCOC(=O)CC(O)CC(=O)OCC