99848-02-9

Usage

Use as a flavoring agent

Fruity and caramel-like odor 2(5H)-Furanone, 3-bromo-4-methylis used in the food industry as a flavoring agent due to its pleasant aroma.

Naturally occurring

Found in fruits 2(5H)-Furanone, 3-bromo-4-methyl- is found naturally in certain fruits, including strawberries, and is responsible for their characteristic aroma.

Use in pharmaceuticals

Synthesis, precursor in organic synthesis 2(5H)-Furanone, 3-bromo-4-methylis used in the synthesis of pharmaceuticals and can act as a precursor in organic synthesis.

Medical research

Antimicrobial, anti-cancer properties 2(5H)-Furanone, 3-bromo-4-methyl- has been studied for its potential antimicrobial and anti-cancer properties, making it an interesting target for further research in the medical field.

Upstream product

• 149418-41-7 3,4-dibromo-2(5H)-furanone 
• 934-56-5 trimethyl(phenyl)stannane 
• 17113-79-0 trimethyl(4-(methylthio)phenyl)stannane 

Downstream Products

• 1004995-11-2 C₁₄H₂₅BrO₂Si 

Relevant academic research and scientific papers

Selective synthesis of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones

4-Aryl-3-bromo-2(5H)-furanones have been selectively synthesized in satisfactory yields by treatment of easily available 3,4-dibromo-2(5H)-furanone either with arylboronic acids in the presence of Ag2O and a catalytic amount of PdCl2(MeCN)2 or with aryl(trialkyl)stannanes in the presence of a catalyst precursor consisting of AsPh3 and a Pd(II) or a Pd(0) compound. These monobromo derivatives have been then used as precursors to a variety of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones including the compound with the structure corresponding to that reported for naturally occurring rubrolide N. The structure and stereochemistry of these synthetic compounds have been unambiguously established by NMR techniques.

Selective synthesis of unsymmetrical 3,4-disubstituted and 4-substituted 2(5H)-furanones

Easily available 3,4-dibromo-2(5H)-furanone undergoes regioselective palladium-catalyzed reaction with aryl(trialkyl)stannanes to give the corresponding 4-aryl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrical 3,4-diaryl-2(5H)-furanones, 4-aryl-3-methyl-2(5H)-furanones and 4-aryl-2(5H)-furanones.