2-Oxopentanoic acid (1821-02-9)

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Suppliers

• Sigma-Aldrich - 2-Oxopentanoic acid
  129.50 - 490.00 USD
• Fisher Scientific - Search for 2-Oxopentanoic acid
• TCI - 2-Oxopentanoic acid
  86.00 - 296.00 USD

Most-cited Publications

• Human sweat and 2-oxopentanoic acid elicit a landing response from Anopheles gambiae. (Medical and Veterinary Entomology, 2000)
• Isolation and Structure Determination of Lyngbyastatin 3, a Lyngbyastatin 1 Homologue from the Marine Cyanobacterium Lyngbya majuscula. Determination of the Configuration of the 4-Amino-2,2-dimethyl-3-oxopentanoic Acid Unit in Majusculamide C, Dolastatin 12, Lyngbyastatin 1, and Lyngbyastatin 3 from Cyanobacteria (Journal of Natural Products, 2003)
• Ornithine metabolism by Clostridium sticklandii. Oxidation of ornithine to 2-amino-4-ketopentanoic acid via 2,4-diaminopentanoic acid; participation of B12 coenzyme, pyridoxal phosphate, and pyridine nucleotide. (Journal of Biological Chemistry, 1970)
• Preparation of [1,2,3,4,513C5]5Amino4oxopentanoic Acid (ALA) Design of a Synthetic Scheme to Prepare Any 13C and 15NIsotopomer with High Isotopic Enrichment (European Journal of Organic Chemistry, 2003)
• Synthesis of 2-hydroxy-1-naphthoic acid derivatives by oxidative cyclization of esters of 5-aryl-3-oxopentanoic acid by Mn(III) and Ce(IV) salts (Synthesis, 1990)
• Convenient syntheses of (2R,3S,4R)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethyl-5-oxopentanoic acid methoxymethylamide from methacrolein. Preparation of C1C7 and C17C24 fragments of (+)-discodermolide (Tetrahedron-asymmetry, 2002)

Safety

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Trends

Alternate Names

• 2-ketopentanoic acid, sodium salt
• 2-ketopentanoic acid
• 2-ketovalerate
• alpha-ketovaleric acid
• SMILES
  CCCC(=O)C(=O)O
• InChIKey
  KDVFRMMRZOCFLS-UHFFFAOYSA-N

External Links

• Pubchem - 2-Oxopentanoic acid
• Wikipedia - 2-oxopentanoate

Synthesis

Butyronitrile  +  Chloroformic acid (Grignard carbonyl)

2-Hydroxypentanoic acid  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Synthesis of 2-Oxopentanoic acid ›

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