257925-66-9

Usage

Chemical compound

A substance formed by a chemical reaction, consisting of a glucose molecule with three acetyl groups and a benzylidene group attached.

Consists of

A glucose molecule, three acetyl groups, and a benzylidene group.

Role in organic chemistry

Used as a protecting group for the hydroxyl groups on the glucose molecule, allowing for selective reactions to occur at other functional groups.

Protecting group

A chemical group that temporarily blocks a functional group in a molecule, preventing it from reacting until it is removed.

Common use

As a precursor in the synthesis of various natural and synthetic compounds.

Applications

Used in the production of pharmaceuticals, agrochemicals, and organic materials.

Chemical structure

The arrangement of atoms and bonds in the molecule, which contributes to its reactivity and function.

Reactivity

The tendency of the compound to undergo chemical reactions, which makes it an important intermediate in the synthesis of complex molecules.

Intermediate

A substance that is formed during a chemical reaction and is used to produce other compounds.

Synthesis

The process of combining smaller molecules to form a larger, more complex molecule.

Upstream product

• 30688-66-5 4,6-O-benzylidene-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 2280-44-6 D-Glucose 

Downstream Products

• 14125-71-4 3-O-acetyl-4.6-O-benzylidene-D-arabino-hex-1-enitol 
• 257925-81-8 2-O-benzoyl-1,6-episeleno-4-[(1R,4R,5S,6S)-4,5,6-tribenzyloxy-3-(benzyloxymethyl)cyclohex-2-enyl]amino-1,4,6-trideoxy-β-D-glucopyranose 
• 257925-82-9 (1S,2S,3S,4R,5S)-2-((1R,4R,5S,6S)-4,5,6-Tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-8-oxa-6-selena-bicyclo[3.2.1]octane-3,4-diol 
• 257925-76-1 2-O-benzoyl-3,4-O,N-carbonyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose 
• 257925-77-2 2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose 
• 257925-71-6 4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose 
• 143995-54-4 2,3-di-O-acetyl-4,6-o-benzylidene-α-D-glucopyranosyl bromide 

Relevant academic research and scientific papers

METHOD OF PRODUCING GALACTOOLIGOSACCHARIDE, AND INTERMEDIATE THEREOF

PROBLEM TO BE SOLVED: To provide a method of producing a galactooligosaccharide that may cause the onset of allergic reaction, and an intermediate thereof. SOLUTION: A method of producing a galactooligosaccharide represented by the general formula (1) comprises addition of the 1-position of protected galactobiose to the 6-position hydroxy group of protected lactose of formula (5), and subsequent deprotection of a hydroxy group protecting group. SELECTED DRAWING: Figure 5 COPYRIGHT: (C)2018,JPOandINPIT

Involvement of the S-aglycon in the conformational preferences of thioglucosides

The conformational preferences of two series of alkyl β-d-thioglucopyranosides in solution were investigated by NMR and CD. The rotamer populations of the hydroxymethyl group were found to depend on the structural nature of the S-aglycon. The population of the gt rotamer increased and that of the gg rotamer decreased as the alkyl group attached to the S atom increased in size. These rotamer populations have a linear correlation with the Taft' steric parameters, the nS s(-) σC s(-) O* exo-anomeric interaction may express these rotational preferences. Comparative analysis of the hydroxymethyl populations between alkyl O- and S-glucosides revealed identical or slightly higher gt and smaller gg populations for the latter compounds.

(13)C-N.M.R. STUDIES OF D-GLUCOSE AND D-GALACTOSE MONOSULPHATES

D-Galactose and D-glucose 2-, 3-, 4-, and 6-sulphates, 2,3,4,6-tetra-O-acetyl-β-D-glucose 1-sulphate, and 2-acetamido-2-deoxy-D-glucose 6-sulphate have been definitively synthesised, and the positions of the sulphate groups verified by (13)C-n.m.r. spectroscopy.New syntheses are given for D-galactose 3- and 4-sulphates and for D-glucose 4-sulphate.The (13)C-n.m.r. spectra showed downfield displacements, with respect to the parent sugar, of the shifts of carbon atoms carrying a sulphate group and smaller upfield shifts for adjacent carbon atoms.The technique of deuterium-induced, differential isotope shift (d.i.s.), (13)C-n.m.r. spectroscopy is shown to be valuable for the assignment of chemical shifts.