121063-56-7

Basic information

• Product Name: 2,5-DiMethyl-4-hydroxy-3(2H)-furanone β-D-Glucopyranoside
• Synonyms: 2,5-DiMethyl-4-hydroxy-3(2H)-furanone β-D-Glucopyranoside
• CAS NO: 121063-56-7
• Molecular Formula: C12H18O8
• Molecular Weight: 290.26652
• Product Categories: Carbohydrates & Derivatives;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Carbohydrates & Derivatives, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 121063-56-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Very Hygroscopic
• CAS DataBase Reference: 2,5-DiMethyl-4-hydroxy-3(2H)-furanone β-D-Glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DiMethyl-4-hydroxy-3(2H)-furanone β-D-Glucopyranoside(121063-56-7)
• EPA Substance Registry System: 2,5-DiMethyl-4-hydroxy-3(2H)-furanone β-D-Glucopyranoside(121063-56-7)

Safety Data

• Hazardous Substances Data: 121063-56-7(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
2,5-Dimethyl-4-hydroxy-3(2H)-furanone β-D-glucopyranoside is used as a flavoring agent for its characteristic aroma and taste, enhancing the overall sensory experience of food products.
Used in Pharmaceutical Industry:
2,5-Dimethyl-4-hydroxy-3(2H)-furanone β-D-glucopyranoside is used as a pharmaceutical compound for its potential therapeutic properties, such as antioxidant and anti-inflammatory activities, which can contribute to the development of new drugs and treatments.
Used in Cosmetic Industry:
2,5-Dimethyl-4-hydroxy-3(2H)-furanone β-D-glucopyranoside is used as an active ingredient in cosmetic products for its potential skin health benefits, such as promoting skin regeneration and providing antioxidant protection.
Used in Agricultural Industry:
2,5-Dimethyl-4-hydroxy-3(2H)-furanone β-D-glucopyranoside is used as a natural pesticide or growth promoter in agriculture, leveraging its bioactive properties to enhance crop yield and protect plants from diseases.

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 3658-77-3 furaneol 
• 121063-57-8 glucofuraneol tetraacetate 

Relevant articles and documents

2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE GLUCOSIDE: ISOLATION FROM STRAWBERRIES AND SYNTHESIS

2,5-Dimethyl-4-hydroxy-3-(2H)furanone β-glucoside has been isolated from strawberry juice and synthesized.Both the natural and synthetic material exist as a diastereoisomers. - Keywords: Fragaria ananassa; Rosaceae; glucoside; 2,5-dimethyl-4-hydroxy-3(2H)-furanone glucoside.

2,5-dimethyl-4-hydroxy-3 [2H]-furanone 6'O-malonyl-β-D-glucopyranoside in strawberry fruits

2,5-Dimethyl-4-hydroxy 3[2H]-furanone 6'-O-malonyl-β-D-glucopyranoside was isolated from a glycosidic extract of strawberry fruit (Fragaria X ananassa, cv. Senga Sengana) by means of countercurrent chromatography and reverse-phase HPLC. Identification was achieved by comparison of chromatographic and 1H, 13C and 2D-NMR, as well as mass spectral data with those of the synthesized reference compound. In ripe strawberry fruit, a 1:1 ratio of the malonylated glucoside to its deacylated glucoconjugate was determined by on-line liquid chromatography-atmospheric pressure chemical ionization-tandem mass spectrometry.

Convenient Multigram Scale Glycosylations of Scented Alcohols Employing Phase-Transfer Reactions

Various conditions for glycosylation (Koenigs-Knorr, Helferich, trichloroacetimidate, Fischer-Raske, phase-transfer methods) of 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin), 3-hydroxy-2-methyl-4-pyranone (maltol) and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (furaneol(R)) were evaluated, taking into account yields and ease of preparation (e.g., utilized donor, catalyst, conditions). The best results were achieved employing phase transfer catalysis in a two-phase solvent mixture. To increase water solubility for better applicability, the hitherto unknown maltosides of the corresponding alcohols were synthesized, again proving the value of phase-transfer conditions for glycosylation of phenols.