4291-69-4

Basic information

• Product Name: 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE
• Synonyms: 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE;2,3,4,6-TETRA-O-BENZYL-A-D-GALACTOPYRANOSE, 99% MIN. HPLC;2,3,4,6-TETRA-O-BENZYL-A-D-GALACTOPYRANOSE;2,3,4,5-Tetra- O-benzyl-a-D-galactopyranose;a-D-Galactopyranose, 2,3,4,6-tetrakis-O-(phenylMethyl)-
• CAS NO: 4291-69-4
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.65
• Mol File: 4291-69-4.mol
• Article Data: 162

Chemical Properties

• Melting Point: 152 °C
• Boiling Point: 672.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• PKA: 11.87±0.70(Predicted)
• CAS DataBase Reference: 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE(4291-69-4)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE(4291-69-4)

Safety Data

• Hazardous Substances Data: 4291-69-4(Hazardous Substances Data)

Usage

General Description

2,3,4,6-Tetra-O-benzyl-alpha-D-galactopyranose is a chemical compound that is commonly used as a building block in organic synthesis. It is a derivative of galactose, a type of sugar. 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSE is often employed in the production of various pharmaceuticals and other organic molecules due to its ability to be modified and transformed into different structures. The benzyl groups attached to the galactose molecule provide protection and stability, allowing for selective reactions to take place. Overall, 2,3,4,6-Tetra-O-benzyl-alpha-D-galactopyranose is a crucial component in the development of a wide range of organic compounds.

Upstream product

• 13096-63-4 2,3,4,6-Tetra-O-benzyl-N,N-dimethyl-D-gluconamid 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 56822-49-2 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 115969-49-8 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 128785-05-7 Dimethyl-phenyl-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-silane 
• 74352-41-3 2-Pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 134003-35-3 pent-4-enyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 136215-68-4 2,3,4,6,1',3',4'-hepta-O-benzyl-6'-O-tert-(butyldiphenylsilyl)sucrose 
• 139212-74-1 N-sodio-N'-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-4-toluenesulfonohydrazidate 
• 150-76-5 4-methoxy-phenol 
• 6207-45-0 2-(allyloxy)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran 
• 78136-20-6 (2R,3S,4S)-2,3,4,6-Tetrakis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hexanal 
• 78136-20-6 2,3,4,6-tetra-O-benzyl-5-O-(tert-butyldimethylsilyl)-L-idose 
• 117253-13-1 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 53929-48-9 (2R,3R,4S,5R)-1,3,4,5-tetrakis(benzyloxy)-6,6-bis(ethylthio)hexan-2-ol 
• 74024-22-9 2,3:4,5-di-O-isopropylidene-1-O-<2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl>-β-D-fructopyranose 
• 74024-22-9 2,3:4,5-di-O-isopropylidene-1-O-<2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl>-β-D-fructopyranose 
• 139293-33-7 2-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pyrimidine 
• 138904-01-5 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl 2-pyridinecarboxylate 
• 138904-01-5 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl 2-pyridinecarboxylate 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 74808-06-3 O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-N,2,2-triphenylacetimidat 
• 74808-05-2 2,3,4,6-tetra-O-benzyl-1-O-(N-4-methylphenyl)diphenylacetimidyl-β-D-glucopyranose 
• 143542-00-1 2-(2,3,4,6-tetra-O-benzyl-D-glycero-D-gulo-hexitol-1-yl)pyrrole 
• 143542-03-4 2,3,4,6-Tetra-O-benzyl-1,1-dipyrryl-1-deoxy-D-glucitol 
• 92414-02-3 2,3,4,6-tetra-O-benzyl-1-O-bromoacetyl-β-D-glucopyranose 
• 129318-98-5 2,3,4,6-tetra-O-benzyl-1-deoxy-1,1-bis(2-hydroxy-4,5-methylenedioxyphenyl)-D-glucitol 
• 85422-87-3 1-phenyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one 

Relevant articles and documents

Electrochemical Synthesis of Glycosyl Fluorides Using Sulfur(VI) Hexafluoride as the Fluorinating Agent

This manuscript describes the electrochemical synthesis of 17 different glycosyl fluorides in 73-98% yields on up to a 5 g scale that relies on the use of SF6 as an inexpensive and safe fluorinating agent. Cyclic voltammetry and related mechanistic studies carried out subsequently suggest that the active fluorinating species generated through the cathodic reduction of SF6 are transient under these reductive conditions and that the sulfur and fluoride byproducts are effectively scavenged by Zn(II) to generate benign salts.

Synthesis of nature product kinsenoside analogues with anti-inflammatory activity

Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.

Regioselective Anomeric O-Benzyl Deprotection in Carbohydrates

A highly regioselective hydrogenolysis of the anomeric benzyl group is reported. The reaction involves selective acetolysis of benzyl acetals of various mono- and di-saccharides using 10 % Pd/C under hydrogen atmosphere in the presence of Na2CO