7143-89-7

Usage

Chemical structure

A derivative of hex-2-ulopyranose, a type of hexose, with four benzoyl groups attached to the sugar molecule.

Parent compound

Derived from hex-2-ulopyranose, which is a derivative of glucose.

Formation

The compound is formed by benzoylation of the hydroxyl groups on the hex-2-ulopyranose.

Stability

The benzoylation process increases the stability of the compound.

Applications

Commonly used in synthetic organic chemistry as a building block for the synthesis of various organic molecules.

Field of study

Has applications in carbohydrate chemistry.

Pharmaceutical relevance

Utilized in the development of new drugs and pharmaceuticals.

Upstream product

• 57-48-7 D-Fructose 
• 98-88-4 benzoyl chloride 
• 6347-01-9 fructopyranose 

Downstream Products

• 85973-56-4 1,3,4,5-tetra-O-benzoyl-b-D-fructopyranosyl-2-O-benzoylate 
• 156916-60-8 allyl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 
• 155137-98-7 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl-2-O-acetate 
• 1418011-73-0 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl-2-(N-phenyl)trifluoroacetimidate 
• 1418011-90-1 4’-methoxyphenyl-1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 
• 1418011-88-7 t-butyl 1,3,4,5-tetra-O-benzoyl-α-D-fructopyranoside 
• 1418011-87-6 t-butyl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 
• 1418011-85-4 n-butyl 1,3,4,5-tetra-O-benzoyl-α-D-fructopyranoside 
• 1418011-80-9 n-butyl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 
• 1418011-78-5 adamantan-1-yl 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside 
• 18524-09-9 1,5-anhydro-2,3,4-tri-O-benzoyl-6-deoxy-D-lyxo-hex-5-enitol 
• 17187-64-3 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl bromide 

Relevant academic research and scientific papers

A fruit chitosan, intermediate, preparation method and use thereof

The invention discloses a fructan, and an intermediate, a preparation method and an application thereof. The preparation method of the fructan I comprises the steps: in an organic solvent, and under the action of an alkaline reagent, carrying out a deprot

RAPAMYCIN CARBOHYDRATE DERIVATIVES

This invention provides modified rapamycins that have specific monosaccharide(s), oligosaccharide(s), pseudosugar(s) or derivatives thereof attached through a linker to create rapamycin carbohydrate derivatives having enhanced pharmacokinetic and/or pharm

Studies on Ketoses, 10. Acylation and Carbamoylation of D-Fructose: Acyclic, Furanoid and Pyranoid Derivatives and Their Conformational Features

Acylations of D-fructose are complicated at several levels.The product distribution is determined not only by the rate of equilibration of the crystalline β-p-form in pyridine to the α-p-, β-f, and α-f-tautomers, but also by the distribution of these forms at a given temperature, as well as their individual hydroxyl group.A detailed study of these parameters resulted in the elaboration of new or improved procedures for the practical, straightforward preparation of either acyclic, furanoid, or pyranoid benzoyl and pivaloyl derivatives, as well as cyclocarbamates with 1,2-spiro-annelated and 2,3-bridging oxazolidinone rings.Accordingly, a variety of simple, tautomerically fixed fructose derivatives, most notably those of the α-p, α-f and β-f forms, are now easily accessible for exploitation as versatile enantiopure building blocks.The structure, anomeric configurations and conformations of the various products obtained were determined on the basis of their 1H and 13C NMR data.The furanoid cases required the support of two X-ray structures: the pentabenzoy-α-D-fructofuranose (9) which has an E2 conformation, and the 2,3-cyclocarbamate 25, in which the β-furanose ring adopts a 5E geometry. - Keywords: D-Fructofuranoses; Benzoates; Pivaloates; 1,2- and 2,3-Cyclocarbamates; keto-D-Fructose pentabenzoates; α-D-Fructopyranoses; 1,2-Cycloacetals

DISTRIBUTION OF TAUTOMERS IN ACYLATED KETOSES. AN IMPORTANT FACTOR IN KETOSIDE SYNTHESIS

Formation of tautomers upon acylation of D-fructose and several 1-O-substituted derivatives thereof is studied and appropiate intermediates are used in stereoselective glycoside synthesis.