6386-24-9

Basic information

• Product Name: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE
• Synonyms: TETRA-O-BENZYL-D-GALACTOPYRANOSE;2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactopyranose;(3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol
• CAS NO: 6386-24-9
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.65
• Mol File: 6386-24-9.mol
• Article Data: 189

Chemical Properties

• Melting Point: 64-69°C
• Boiling Point: 672.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: 11.87±0.70(Predicted)
• CAS DataBase Reference: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE(6386-24-9)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE(6386-24-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 6386-24-9(Hazardous Substances Data)

Usage

General Description

2,3,4,6-Tetra-O-benzyl-D-galactopyranose is a chemical compound with the molecular formula C34H34O5. It is a derivative of galactopyranose, a six-membered ring sugar molecule. The compound is commonly used as a protecting group for the hydroxyl groups of sugars, which allows for selective modification of other functional groups within the molecule. 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE has applications in organic synthesis, particularly in the preparation of complex carbohydrate molecules for use in pharmaceutical research and drug development. Additionally, it is used in the synthesis of glycosides, which are important molecules in various biological processes.

Upstream product

• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 139212-74-1 N-sodio-N'-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-4-toluenesulfonohydrazidate 
• 150-76-5 4-methoxy-phenol 
• 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 
• 78890-57-0 Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 
• 90357-89-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate 
• 201409-35-0 prop-1-(Z)-enyl 2',3',4',6'-tetra-O-benzyl-β-D-glucopyranoside 
• 76670-94-5 2,3,4,6-tetra-O-benzyl-5-dehydro-5-oxo-D-gluconamide 
• 188125-73-7 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-(benzhydrylidene-amino)-butyl ester 
• 16001-93-7 tetramethyl methylenediphosphonate 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 

Downstream Products

• 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 
• 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 
• 116417-79-9 phthalimidyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 116417-80-2 phthalimidyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 

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.

Synthesis method of voglibose

The invention provides a synthesis method of voglibose, and solves the technical problems that in an existing synthesis method of voglibose, raw materials are difficult to obtain, high in price, large in investment, low in yield and not suitable for industrial production. The synthesis method comprises the steps: synthesizing a compound V by taking glucose monohydrate and sodium acetate as raw materials through eleven reaction steps; and preparing a compound VIII from the compound V through an addition reaction, a ring-opening reaction and an aldol condensation reaction, and thus obtaining voglibose through amination reduction of the compound VIII. The synthesis method of voglibose can be widely applied to the technical field of voglibose synthesis methods.