Pentanedioic acid, 2-oxo-, 1-octyl ester

Base Information

• Chemical Name: Pentanedioic acid, 2-oxo-, 1-octyl ester
• CAS No.: 876150-14-0
• Molecular Formula: C₁₃H₂₂O₅
• Molecular Weight: 258.315
• Mol file: 876150-14-0.mol

Synonyms:

Chemical Property of Pentanedioic acid, 2-oxo-, 1-octyl ester

Chemical Property:

• PSA: 80.67000
• LogP: 2.32400

Purity/Quality:

99% ^*data from raw suppliers

Octyl-α-ketoglutarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Octyl-α-ketoglutarate is a prolyl hydroxylases substrate which accumulates rapidly in cells with dysfunctional tricarboxylic acid cycle. Octyl-α-ketoglutarate also prevents succinate or fumarate mediated inhibition of prolyl hydroxylases.

Technology Process of Pentanedioic acid, 2-oxo-, 1-octyl ester

There total 7 articles about Pentanedioic acid, 2-oxo-, 1-octyl ester 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: 84.0%

octyl cyclobut-1-enecarboxylate (1415100-67-2) → octyl α-ketoglutarate (876150-14-0)

Guidance literature:

octyl cyclobut-1-enecarboxylate; With oxygen; ozone; In dichloromethane; at -78 - 20 ℃;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 2h;

With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃;

DOI:10.1038/nature13264

Reference yield:

1-bromo-octane (111-83-1) + α-ketoglutaric acid sodium salt (22202-68-2) → octyl α-ketoglutarate (876150-14-0)

Guidance literature:

In tetrahydrofuran; for 100h;

Reference yield:

C13H22O4 (1421780-82-6) → octyl α-ketoglutarate (876150-14-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 21 ℃; Inert atmosphere;

DOI:10.1021/jo302308q

upstream raw materials:

1-bromo-octane

α-ketoglutaric acid sodium salt

ethyl 1-bromocyclobutane-1-carboxylate

ethyl cyclobutylcarboxylate

Refernces

• 1、 Jung, Michael E.,Deng, Gang. "Synthesis of the 1-monoester of 2-ketoalkanedioic acids, for example, octyl α-ketoglutarate". . p. 11002 - 11005. Retrieved 2013/02/22.