Diethyl 3-hydroxyglutarate

Base Information

• Chemical Name: Diethyl 3-hydroxyglutarate
• CAS No.: 32328-03-3
• Molecular Formula: C9H16O5
• Molecular Weight: 204.223
• Hs Code.: 29181990
• European Community (EC) Number: 250-992-6
• NSC Number: 62681
• DSSTox Substance ID: DTXSID10186061
• Nikkaji Number: J236.701G
• Wikidata: Q72461963
• Mol file: 32328-03-3.mol

Synonyms:diethyl 3-hydroxyglutarate

Chemical Property of Diethyl 3-hydroxyglutarate

Chemical Property:

• Appearance/Colour: Light yellow to colorless liquid
• Vapor Pressure: 0.00229mmHg at 25°C
• Melting Point: 48oC
• Refractive Index: n20/D 1.439(lit.)
• Boiling Point: 256.5 °C at 760 mmHg
• PKA: 13.60±0.20(Predicted)
• Flash Point: 110.7 °C
• PSA: 72.83000
• Density: 1.122 g/cm³
• LogP: 0.25370
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 204.09977361
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 3-hydroxyglutarate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(CC(=O)OCC)O
• Use Description: Diethyl 3-hydroxyglutarate is a chemical compound with diverse applications across different fields. In the pharmaceutical and medicinal chemistry industry, it serves as a valuable intermediate in the synthesis of pharmaceutical drugs, potentially contributing to the development of medications with therapeutic applications. In the field of organic chemistry, it can be used as a building block for the creation of complex organic molecules, aiding in the development of novel chemical compounds and materials. Additionally, in the realm of biochemical research and studies of cellular metabolism, this compound may have applications as a research tool or substrate for investigating biochemical processes related to cellular energy metabolism. Its versatility as an intermediate, a building block, and a research tool underscores its significance in advancing pharmaceuticals, chemical synthesis, and scientific research in various fields.

Technology Process of Diethyl 3-hydroxyglutarate

There total 10 articles about Diethyl 3-hydroxyglutarate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

diethyl 1,3-acetonedicarboxylate (105-50-0) → diethyl 3-hydroxyglutarate (32328-03-3)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 0 ℃; for 0.05h;

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → diethyl 3-hydroxyglutarate (32328-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / methanol

2: KOH / methanol

3: H₂SO₄

With potassium hydroxide; sodium tetrahydroborate; sulfuric acid; In methanol;

DOI:10.1021/ja01481a032

Reference yield:

dimethyl 3-hydroxypentanedioate (7250-55-7) → diethyl 3-hydroxyglutarate (32328-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol

2: H₂SO₄

With potassium hydroxide; sulfuric acid; In methanol;

DOI:10.1021/ja01481a032

upstream raw materials:

diethyl 3-hydroxypentanedioate

ethanol

3-hydroxyglutaronitrile

diethyl 1,3-acetonedicarboxylate

Downstream raw materials:

3-(3-Phenyl-propionyloxy)-pentanedioic acid diethyl ester

dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate

diethyl 3-hydroxypentanedioate

(3S)-5-ethoxy-3-hydroxy-5-oxopentanoic acid

Refernces

• 1、 Lochte,Pickard. "-". . p. 721. Retrieved 1946.
• 2、 -. "CHEMICAL COMPOUNDS AS ATF4 PATHWAY INHIBITORS". Page/Page column 234; 235-236. . Retrieved 2019/01/06.