205865-67-4 | Ethyl difluoro(trimethylsilyl)acetate

CAS:205865-67-4 | Ethyl difluoro(trimethylsilyl)acetate ,Description

Ethyl difluoro(trimethylsilyl)acetate (EDFS) is a highly reactive chemical compound with a variety of applications in the scientific and industrial fields. It is a colorless, volatile liquid with a strong odor. It is a derivative of trifluoroacetic acid, and is used in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other industrial products. In addition, EDFS has been studied for its potential use in biochemistry and medicine. 
 

Scientific Research Applications

• Precursors in Organic Synthesis

  Ethyl difluoro(trimethylsilyl)acetate has been identified as a precursor in the synthesis of 3,3-Difluoroazetidinones. It is used in conjunction with carbonyl compounds and imines to produce these compounds, offering an alternative synthesis route for 3,3-difluoroazetidinones, which are valuable in various chemical applications (Bordeau et al., 2006).

• Versatile Building Blocks

  Ethyl difluoro(trimethylsilyl)acetate is also highlighted as a versatile building block for the introduction of CF2CO2R groups in chemical compounds. It exhibits broad solubility in most organic solvents and can be prepared through various methods like deprotonation/silylation of ethyl difluoroacetate or by Reformatsky-type reactions. Its physical properties and preparative methods make it a valuable reagent in synthetic organic chemistry (Amii et al., 2014) .

• Fluoroalkylation Reactions

  A related compound, difluoro(trimethylsilyl)acetonitrile, derived from ethyl difluoro(trimethylsilyl)acetate, has been shown to be effective in fluoroalkylation reactions with aldehydes, N-tosylimines, N-alkylimines, and enamines. This suggests the utility of ethyl difluoro(trimethylsilyl)acetate derivatives in fluoroalkylation, an important reaction in the field of pharmaceuticals and agrochemicals (Kosobokov et al., 2012).

• Catalyzed Asymmetric Reactions

  In asymmetric synthesis, ethyl difluoro(trimethylsilyl)acetate is used in aldol reactions with aldehydes. Chiral Lewis acids catalyze these reactions to produce α,α-difluoro β-hydroxy esters with high enantioselectivities. This demonstrates its application in producing stereochemically complex molecules, a key aspect in the development of pharmaceutical agents (Iseki et al., 1997).

• Cross-Coupling Reactions

  Another significant application is in cross-coupling reactions, where α,α-difluoro-α-(trimethylsilyl)acetamides, derivatives of ethyl difluoro(trimethylsilyl)acetate, are arylated and heteroarylated. This process, catalyzed by palladium complexes, offers a versatile platform for generating a range of α,α-difluoro carbonyl compounds, which are important in medicinal chemistry and materials science (Ge et al., 2014) .

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