20577-61-1 | Methyl acetopyruvate

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$5.00
5g	98%	in stock	$15.00	$10.00
100g	98%	in stock	$248.00	$173.00
500g	98%	in stock	$977.00	$684.00

Description

• Catalog Number: AB06529
• Chemical Name: Methyl acetopyruvate
• CAS Number: 20577-61-1
• Molecular Formula: C6H8O4
• Molecular Weight: 144.1253
• MDL Number: MFCD00043638
• SMILES: COC(=O)C(=O)CC(=O)C

Computed Properties

• Complexity: 171
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• XLogP3: -0.1

Upstream Synthesis Route

Methyl acetopyruvate is a versatile chemical compound that finds wide application in various chemical synthesis processes. As an important building block in organic chemistry, it serves as a key intermediate in the production of pharmaceuticals, agrochemicals, and fine chemicals. With its unique structure and reactivity, methyl acetopyruvate can undergo different types of reactions to introduce new functional groups, enabling the synthesis of complex molecules with specific properties.One of the primary applications of methyl acetopyruvate is in the synthesis of pyrroles, which are important structural motifs found in many biologically active compounds. By reacting methyl acetopyruvate with primary amines in the presence of appropriate catalysts, various substituted pyrrole derivatives can be obtained. These pyrrole derivatives exhibit diverse pharmacological activities and are widely used in drug discovery and development.Additionally, methyl acetopyruvate can be utilized in the preparation of α-keto esters through decarboxylative condensation reactions. This process involves the decarboxylation of methyl acetopyruvate followed by condensation with various nucleophiles, leading to the formation of α-keto esters with potential applications in medicinal chemistry and material science.Furthermore, methyl acetopyruvate can serve as a precursor for the synthesis of valuable chiral building blocks such as α-hydroxy esters and α-amino acids. By employing asymmetric catalysis or biocatalysis, enantioenriched derivatives of methyl acetopyruvate can be accessed, enabling the enantioselective construction of complex molecules with high stereochemical control.In conclusion, the versatile nature of methyl acetopyruvate makes it a valuable tool for chemists involved in the exploration of new synthetic pathways and the development of novel compounds with diverse applications. Its ability to participate in various chemical transformations highlights its significance in modern organic synthesis and underscores its importance in advancing the field of chemical research and development.

Literature

• Identification of human fumarylacetoacetate hydrolase domain-containing protein 1 (FAHD1) as a novel mitochondrial acylpyruvase.

  The Journal of biological chemistry 20111021