257925-66-9

Basic information

• Product Name: 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
• Synonyms: 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
• CAS NO: 257925-66-9
• Molecular Formula: C₁₉H₂₂O₉
• Molecular Weight: 394.37258
• Mol File: 257925-66-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 492.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE(257925-66-9)
• EPA Substance Registry System: 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE(257925-66-9)

Safety Data

• Hazardous Substances Data: 257925-66-9(Hazardous Substances Data)

Usage

General Description

1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE is a chemical compound consisting of a glucose molecule with three acetyl groups and a benzylidene group attached. It is commonly used in organic chemistry as a protecting group for the hydroxyl groups on the glucose molecule, allowing for selective reactions to occur at other functional groups. 1,2,3-TRI-O-ACETYL-4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE is also used as a precursor in the synthesis of various natural and synthetic compounds, and as a building block in the production of pharmaceuticals, agrochemicals, and organic materials. Its chemical structure and reactivity make it an important intermediate in the synthesis of complex molecules.

Upstream product

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

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 articles and documents

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

(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.