2-Methyl-4-oxopentanedioic acid

Base Information

• Chemical Name: 2-Methyl-4-oxopentanedioic acid
• CAS No.: 55601-64-4
• Molecular Formula: C₆H₈O₅
• Molecular Weight: 160.127
• DSSTox Substance ID: DTXSID001304718
• Nikkaji Number: J536.229F
• Metabolomics Workbench ID: 48531
• Mol file: 55601-64-4.mol

Synonyms:2-Methyl-4-oxopentanedioic acid;55601-64-4;2-methyl-4-oxoglutaric acid;2-methyl-4-oxo-pentanedioic Acid;Pentanedioic acid, 2-methyl-4-oxo-;4-Methyl-2-oxoglutaric acid;2-Methyl-4-oxopentanedioicacid;SCHEMBL1130873;CHEBI:173689;DTXSID001304718;EN300-174940

Chemical Property of 2-Methyl-4-oxopentanedioic acid

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 160.03717335
• Heavy Atom Count: 11
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)C(=O)O)C(=O)O

Technology Process of 2-Methyl-4-oxopentanedioic acid

There total 8 articles about 2-Methyl-4-oxopentanedioic acid 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:

Dimethyl 4-methyl-2-oxopentanedioate (42998-61-8) → 4-methyl-2-ketoglutaric acid (55601-64-4)

Guidance literature:

With water; lithium hydroxide; In methanol; at 0 - 20 ℃;

DOI:10.1039/d0sc04301j

Reference yield:

diethyl 3-ethoxycarbonyl-4-methyl-2-oxopentanedioate (5464-46-0) → 4-methyl-2-ketoglutaric acid (55601-64-4)

Guidance literature:

With hydrogenchloride; at 100 ℃;

DOI:10.1016/S0957-4166(00)00057-4

Reference yield:

C12H17NO3S → 4-methyl-2-ketoglutaric acid (55601-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Oxone / water / 20 °C

2: lithium hydroxide; water / methanol / 0 - 20 °C

With Oxone; water; lithium hydroxide; In methanol; water;

DOI:10.1039/d0sc04301j

upstream raw materials:

2-chloro-4-methyl-glutaric acid

diethyl 4-methyl-2-oxopentanedioate

diethyl 3-ethoxycarbonyl-4-methyl-2-oxopentanedioate

1-oxo-butane-1,2,4-tricarboxylic acid triethyl ester

Downstream raw materials:

1-(4-nitrobenzyl) 4-methyl-2-oxoglutarate

(2S)-4-methylglutamic acid

(2S,4R)-4-methylglutamic acid

(2S,4S)-4-methylglutamic acid

Refernces

• 1、 Drioli, Sara,Forzato, Cristina,Nitti, Patrizia,Pitacco, Giuliana,Valentin, Ennio. "Chemoenzymatic synthesis of optically active 4-methyl-tetrahydro-5-oxo- 2-furancarboxylic acids and esters". . p. 1353 - 1366. Retrieved 2007/10/03.