287183-59-9

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-2-DIMETHOXYMETHYL-DIHYDRO-FURAN-3-ONE is utilized as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new medications due to its unique chemical structure and properties.
Used as a Flavoring Agent in the Food Industry:
(R)-2-DIMETHOXYMETHYL-DIHYDRO-FURAN-3-ONE is employed as a flavoring agent in the food industry, adding a sweet and fruity aroma to different products, enhancing their taste and appeal to consumers.
Used in Perfumes and Fragrances:
In the perfumery industry, (R)-2-DIMETHOXYMETHYL-DIHYDRO-FURAN-3-ONE is used to create captivating scents, capitalizing on its naturally sweet and fruity odor to contribute to the overall fragrance profile of various perfumes and fragrances.
Regulatory Approval:
(R)-2-DIMETHOXYMETHYL-DIHYDRO-FURAN-3-ONE is considered safe for use in small quantities and has been approved for use as a flavoring agent in the food products by the FDA, ensuring its compliance with safety standards in the industry.

Upstream product

• 20701-43-3 2,5-Anhydro-D-xylose dimethyl acetal 3-(4-methylbenzenesulfonate) 
• 89860-19-5 (1R,2R,5R)-2-(dimethoxymethyl)-3,6-dioxabicyclo[3.1.0]hexane 
• 161855-32-9 (2R,3R)-3-hydroxy-2-dimethoxymethyltetrahydrofuran 

Downstream Products

• 287183-66-8 5-phenyl-3-[(2'R,3'S)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 
• 287183-67-9 5-phenyl-3-[(2'R,3'R)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 
• 287183-61-3 (2R,3S)-3-benzoyloxy-3-cyano-2-dimethoxymethyltetrahydrofuran 
• 287183-62-4 (2R,3R)-3-benzoyloxy-3-cyano-2-dimethoxymethyltetrahydrofuran 

Relevant academic research and scientific papers

Synthesis and structural characterization of homochiral homo-oligomers of parent cis- and trans-furanoid-β-amino acids

The synthesis of homochiral homo-oligomers of cis- and trans-3- aminotetrahydrofuran-2-carboxylic acids (parent cis- and trans-furanoid-β- amino acids, referred to as "cis-/trans-FAA") has been carried out to understand their secondary structures and their dependence on the ring heteroatom. The oligomers of two diastereomers have been shown to have a distinct left-handed helicity. The cis-FAA homo-oligomers show a 14-helix structure, in contrast to the homo-oligomers of cis-ACPC, which adopt a sheet like structure. The trans-FAA homo-oligomers were found to adopt a 12-helix structure, the same trend found in trans-ACPC homo-oligomers. With the help of ab initio calculations, the structural features of cis-ACPC and cis-FAA hexamers were compared. We believe that the more compact packing of the cis-FAA hexapeptide should be due to a more favorable interaction between the ring and the backbone amide hydrogen. It's the heteroatom that counts: trans-Furanoid-β-amino acid (FAA) homo-oligomers adopt a 12-helix structure similar to that of trans-ACPC (2-aminocyclopentane carboxylic acid) oligomers. However, cis-FAA oligomers seem to adopt 14-helix solution structures, which is in contrast to cis-ACPC oligomers, for which a sheetlike structure has been observed. Calculations reveal that this preference in cis-FAAs is due to a more favorable contact between the backbone and the ring (see scheme). Copyright

Synthesis of 5-substituted-3-[(2'S,3'S)-3'-hydroxy-2'-hydroxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazoles and their epimers

5-Phenyl-3-[(2'R,3'S)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 10a and its epimer 11a, 5-methyl-3-[(2'R,3'S)-3'-hydroxy-2'-dimethoxymethyltetrahydrofuran-3'-yl]-1,2,4-oxadiazole 10b and its epimer 11b were synthesized from cyan