13081-18-0 | Ethyl Trifluoropyruvate

CAS:13081-18-0 | Ethyl Trifluoropyruvate ,Description

Ethyl trifluoropyruvate (ETFP) is a synthetic compound that has been studied for its potential applications in scientific research. It is a fluorinated derivative of ethyl pyruvate, a naturally occurring compound found in many foods. ETFP is an attractive compound for scientific research due to its low toxicity, high solubility in both aqueous and organic solvents, and its ability to act as a pro-drug for the delivery of therapeutic agents.
 

Scientific Research Applications

Organocatalysis and Enantioselective Synthesis

Ethyl trifluoropyruvate has been effectively used in organocatalysis. A significant application is in the enantioselective arylation of ethyl 4,4,4-trifluoroacetoacetate and ethyl trifluoropyruvate, leading to chiral trifluoromethyl-substituted tertiary alcohols. This method is pivotal in producing compounds with excellent optical purities, especially in the field of asymmetric synthesis (Nie et al., 2009) .

Trifluoroacetylation in Organic Chemistry

The trifluoroacetylation of indoles using ethyl trifluoropyruvate as a trifluoroacetylating reagent is another notable application. This method provides a streamlined approach to preparing 3-trifluoroacetylindole derivatives, underlining its practicality and operational simplicity in organic synthesis (Yan et al., 2017).

Synthesis of Biochemically Relevant Compounds

Ethyl trifluoropyruvate is also employed in the biomimetic transamination for the synthesis of β,β,β-trifluoroalanine, a compound of biological interest. This synthesis process involves azomethine-azomethine isomerization under mild conditions, showcasing its significance in biochemical compound synthesis (Soloshonok & Kukhar, 1997) .

Free-Radical Chemistry

In free-radical reactions, methyl trifluoropyruvate, a closely related compound, reacts with aldehydes to yield β,β,β-trifluoro-α-(methoxycarbonyl)ethyl carboxylates. This reaction typifies its role in free-radical chemistry and the synthesis of complex organic compounds (Markova et al., 1998).

Development of Pharmaceutical Intermediates

Ethyl trifluoropyruvate is central in the synthesis of various pharmaceutical intermediates, like (S)- and (R)-alpha-trifluoromethyl proline. These compounds are crucial for developing enantiopure fluorinated amino acids and peptides, highlighting its utility in pharmaceutical chemistry (Chaume et al., 2006).

Improving Battery Performance

In the field of materials science, ethyl trifluoropyruvate derivatives, like ethyl 3,3,3-trifluoropropanoate, have been used to enhance the cycling performance of lithium-ion batteries. This showcases its potential in improving energy storage technologies (Huang et al., 2016).

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