67884-27-9

Usage

Uses

Used in Biochemical Research:
N-butyl-β-D-fructopyranoside is used as a substrate in enzyme activities for [application reason], facilitating the study of enzymatic reactions and mechanisms.
Used in Scientific Research:
N-butyl-β-D-fructopyranoside is used as a research tool for [application reason], aiding in the investigation of biochemical processes and interactions.
Used in Pharmaceutical Industry:
N-butyl-β-D-fructopyranoside is used as a potential drug candidate for [application reason], due to its unique structure and properties that may offer therapeutic benefits.
Used in Chemical Synthesis:
N-butyl-β-D-fructopyranoside is used as an intermediate in the synthesis of other compounds for [application reason], leveraging its reactivity and structural features in the creation of novel molecules.

Upstream product

• 7660-25-5 D-fructose 
• 6347-01-9 fructopyranose 
• 57-48-7 D-Fructose 
• 71-36-3 butan-1-ol 

Relevant academic research and scientific papers

Preparation and catalytic hydrogenolysis of some ω-halogenoalkyl β-D-fructopyranosides; a convenient route to simple alkyl β-D-fructopyranosides

The acid-catalysed reactions of D-fructose, sucrose and inulin with ω-halogenoalkyl alcohols yield the corresponding β-D-fructopyranosides.Catalytic hydrogenolysis of these glycosides provides a simple route to some crystalline alkyl β-D-fructopyranosides of potential biological interest.

Synthesis of alkyl fructosides using solid acid catalysts. Part I: Silica-alumina cracking catalysts

Silica-alumina cracking catalysts and acid clays efficiently catalyze the 2-O-alkylation of D-fructose with long chain alcohols. Under the conditions applied virtually no degradation of fructose is observed. L-Sorbose and the aldopentoses also undergo silica-alumina-catalyzed alkylation. The rate of conversion is related to the solubility of the monosaccharide and the stability of the intermediate oxocarbenium ion. Best results in fructose alkylation are obtained by applying a recirculation method with butyl fructoside as soluble intermediate.

Synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl β-d-fructopyranosides and some derivatives

The synthesis of 2(R),3-dihydroxypropyl and 2(R),3(R)-dihydroxybutyl β-d-fructopyranosides, and some derivatives, employing Sharpless-type catalytic asymmetric dihydroxylation procedures is described. Some aspects of the reactions, including stereoselecti

MCM-41 materials as catalysts for the synthesis of alkyl fructosides

Alkylation of saccharides combines the essential characteristics of two major renewable classes, viz. triglycerides and carbohydrates, while leading to biofriendly surfactants and emulsifiers. The development of alkylated derivatives of fructose has lagged because no efficient synthesis was available. We have found that mesoporous materials of the MCM-41 type are active and selective catalysts for the alkylation of fructose. Quantitative yields were obtained in the reaction of fructose with lower alcohols, up to C4. For long chain alcohols yields were moderate but the alkyl fructopyranosides could be easily purified. The other isomers could be isolated by chromatography.

Reaction of D-fructose, D-glucose and inulin with alcohols in the presence of iodine; a novel glycosidation procedure

An efficient procedure for the glycosidation of D-fructose and D-glucose catalyzed by iodine is described. The reaction yields mainly alkyl glycofuranosides. Treatment of inulin under similar conditions leads to inter-glycosidic bond cleavage and to formation of alkyl D-fructofuranosides. The reaction conditions are particularly mild and relatively selective.

A specific inhibitor of IgE-antibody formation: n-Pentyl β-D-fructopyranoside

n-Pentyl β-D-fructopyranoside significantly suppresses IgE-antibody formation in rats and mice when orally administered, while no formation of hemagglutinin was observed. This is the first compound that is novel in structure and which exhibits a selective inhibition of IgE-antibody formation.