Sodium 4-methyl-2-oxovalerate

Base Information

• Chemical Name: Sodium 4-methyl-2-oxovalerate
• CAS No.: 4502-00-5
• Molecular Formula: C6H9NaO3
• Molecular Weight: 152.125
• Hs Code.: 2918300090
• European Community (EC) Number: 224-816-3
• UNII: 815X976CPY
• DSSTox Substance ID: DTXSID70196363
• Nikkaji Number: J205.882K
• Wikidata: Q27269215
• ChEMBL ID: CHEMBL2142054
• Mol file: 4502-00-5.mol

Synonyms:4502-00-5;sodium 4-methyl-2-oxopentanoate;Sodium 4-methyl-2-oxovalerate;Sodium ketoisocaproate;Sodium alpha-ketoisocaproate;4-Methyl-2-oxopentanoic acid sodium salt;sodium;4-methyl-2-oxopentanoate;4-Methyl-2-oxovaleric acid sodium salt;UNII-815X976CPY;815X976CPY;EINECS 224-816-3;Pentanoic acid, 4-methyl-2-oxo-, sodium salt;Ketoleucine sodium salt;2-Ketoisocaproic Acid Sodium Salt;SMR000875302;Sodium 2-Ketoisocaproate;Ketoleucine sodium;MLS001333649;MLS001333650;sodium4-methyl-2-oxopentanoate;SCHEMBL1532427;CHEMBL2142054;DTXSID70196363;4-methyl-2-oxo-pentanoate sodium;IXFAZKRLPPMQEO-UHFFFAOYSA-M;HMS2233D10;HMS3372L01;2-Ketoisocaproic acid, sodium salt;?-Ketoisocaproic Acid (sodium salt);MFCD00064193;AKOS015905337;AKOS024462567;CS-W018103;s10401;AS-15036;2-Oxo-4-methyl pentanoic acid sodium salt;sodium 4-methyl-2-oxidanylidene-pentanoate;FT-0635329;EN300-220925;A826704;W-106166;Q27269215;PENTANOIC ACID, 4-METHYL-2-OXO-, SODIUM SALT (1:1)

Chemical Property of Sodium 4-methyl-2-oxovalerate

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.239mmHg at 25°C
• Melting Point: 275 °C (dec.)(lit.)
• Boiling Point: 190.5 °C at 760 mmHg
• Flash Point: 83.3 °C
• PSA: 57.20000
• LogP: -0.64850
• Storage Temp.: 2-8°C
• Solubility.: Water (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 152.04493843
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

4-Methyl-2-oxovalericAcidSodiumSalt ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)C(=O)[O-].[Na+]
• Uses: Sodium 4-methyl-2-oxovalerate has been used for quantifying branched-chain keto acids from cell extracts by HPLC-fluorescence method. 4-Methyl-2-oxovaleric Acid is an α-ketomonocarboxylic acid that triggers insulin release by acting upon receptor sites which differ from those occupied by amino acids. 4-Methyl-2-oxovaleric Acid is an intermediate in the metabolism of Leucine.

Technology Process of Sodium 4-methyl-2-oxovalerate

There total 4 articles about Sodium 4-methyl-2-oxovalerate 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: 81.0%

C7H10N2O2 (55666-11-0) → sodium 4-methyl-2-oxovalerate (4502-00-5)

Guidance literature:

With water; sodium hydroxide; at 100 ℃; for 5h;

DOI:10.1007/s10858-013-9786-y

Reference yield: 73.0%

5'-isobutylidenecyclohexanespiro-2'-(1',3'-dioxolan)-4'-one (344886-78-8) → cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + sodium 4-methyl-2-oxovalerate (4502-00-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 18h; Ambient temperature;

Reference yield: 50.0%

→ sodium 4-methyl-2-oxovalerate (4502-00-5)

Guidance literature:

With sulfuric acid; water; In 1,4-dioxane; at 100 ℃; for 96h;

With sodium hydroxide; In 1,4-dioxane; water; Heating / reflux;

upstream raw materials:

5'-isobutylidenecyclohexanespiro-2'-(1',3'-dioxolan)-4'-one

ethyl 4-methyl-2-oxopentanoate

C₇H₁₀N₂O₂

Downstream raw materials:

(R)-leucine

L-leucine

4-methyl-2-oxo pentanoic 1-(S)-ethoxycarbonyl phenyl methyl ester acid

4-methyl-2-oxo-pentanoic phenylmethyl ester acid

Refernces

• 1、 -. "Preparation method of alpha-ketoleucine calcium dihydrate or alpha-ketophenylalanine calcium monohydrate". Paragraph 0057; 0058; 0059; 0073; 0074. . Retrieved 2017/06/02.
• 2、 Kelly,Kelly, Nicholas M.,Reid,Gordon Reid,Willis,Willis, Christine L.,Winton,Winton, Peter L.. "Methods for the synthesis of L-leucine selectively labelled with carbon-13 or deuterium in either diastereotopic methyl group". . p. 8315 - 8318. Retrieved 2007/10/02.