57783-81-0

Basic information

• Product Name: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside
• Synonyms: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside;PhenylMethyl 2,3,6-Tris-O-(phenylMethyl)-β-D-galactopyranoside;1,2,3,6-Tetra-O-benzyl-β-D-galactopyranoside
• CAS NO: 57783-81-0
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.65
• Product Categories: Carbohydrates & Derivatives
• Mol File: 57783-81-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 687.027°C at 760 mmHg
• Flash Point: 217.457°C
• Appearance: /
• Density: 1.263g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.626
• PKA: 12.92±0.70(Predicted)
• CAS DataBase Reference: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside(57783-81-0)
• EPA Substance Registry System: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside(57783-81-0)

Safety Data

• Hazardous Substances Data: 57783-81-0(Hazardous Substances Data)

Usage

Chemical structure

A synthetic compound derived from galactose with four benzyl groups attached to the hydroxyl groups at positions 1, 2, 3, and 6.

Appearance

White to off-white crystalline powder.

Solubility

Soluble in organic solvents such as methanol and chloroform.

Primary use

As a precursor for the synthesis of various galactose-containing compounds.

Research applications

Used in the study of carbohydrate-mediated biological processes.

Protective group

Employed as a protecting group for the hydroxyl groups of the sugar.

Reagent

Utilized in the preparation of glycoside derivatives.

Analytical standard

Often used as a standard for high-performance liquid chromatography (HPLC) analysis.

InChI:InChI=1/C34H34O7/c35-30-29(24-39-33(36)28-19-11-4-12-20-28)41-34(40-23-27-17-9-3-10-18-27)32(38-22-26-15-7-2-8-16-26)31(30)37-21-25-13-5-1-6-14-25/h1-20,29-32,34-35H,21-24H2/t29?,30-,31-,32?,34+/m0/s1

Upstream product

• 74801-06-2 benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 73108-30-2 benzyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 78727-67-0 benzyl 6-O-benzyl-β-D-galactopyranoside 
• 57783-80-9 benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 14897-51-9 Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside 
• 73108-28-8 benzyl 2,6-O-benzyl-3,4-di-O-isopropylidene-β-D-galactopyranoside 
• 78727-63-6 benzyl 6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 
• 15038-70-7 benzyl 2-O-benzyl-β-D-galactopyranoside 
• 78727-64-7 benzyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 

Downstream Products

• 71672-15-6 benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 93661-21-3 benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-β-D-galactopyranoside 
• 74801-04-0 benzyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 80832-18-4 benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 93661-19-9 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 88562-83-8 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 182760-13-0 Trifluoro-methanesulfonic acid (2R,3S,4R,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester 
• 93661-18-8 benzyl 2,3,6-tri-O-benzyl-4-O-β-D-glucopyranosyl-β-D-galactopyranoside 
• 93661-20-2 benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-galactopyranoside 
• 93661-22-4 benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 93661-24-6 benzyl 4-O-(3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 93661-26-8 benzyl 4-O-(2-O-allyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 93661-30-4 benzyl O-β-D-glucopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 93661-25-7 benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 

Relevant articles and documents

Synthesis of β-1,4-Linked Galactan Side-Chains of Rhamnogalacturonan I

The synthesis of linear- and (1→6)-branched β-(1→4)-d-galactans, side-chains of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative couplings of n-pentenyl disaccharides followed by a late stage glycosylation of a common hexasaccharide core. Reaction with a covalent linker and immobilization on N-hydroxysuccinimide (NHS)-modified glass surfaces allows the generation of carbohydrate microarrays. The glycan arrays enable the study of protein–carbohydrate interactions in a high-throughput fashion, demonstrated herein with binding studies of mAbs and a CBM.

Syntheses of trehazolin derivatives and evaluation as glycosidase inhibitors

The trehazolin derivatives 9-12 were synthesized from the aminocyclitol (7), which is the degradation product of trehazolin (5). In particular, compounds 9-11 were pseudodisaccharides that underwent replacement of the corresponding nonreducing D-glucose m

SYNTHESIS AND CHROMATOGRAPHIC PROPERTIES OF ISOMERIC O-β-D-GALACTOPYRANOSYL-D-GALACTOSES, AND OF DIASTEREOISOMERS OF 3,4-O- AND 4,6-O-(1-CARBOXYETHYLIDENE)-D-GALACTOSE

Partial hydrolysis of β-D-galactopyranans and D-galactose-containing polysaccharides having pyruvic acetal groups gives isomeric O-β-D-galactopyranosyl-D-galactoses and O-(1-carboxyethylidene)-D-galactoses, respectively.Their chromatographic properties in