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

• 67890-29-3 benzyl 2,3,4,6-tetra-O-benzyl-β-D-gluco-pyranoside 
• 104992-64-5 methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 56822-48-1 (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl acetate 
• 50256-33-2 n-pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 85481-53-4 p-methoxyphenyl α-D-glucopyranoside 
• 84380-06-3 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene 
• 84799-77-9 methyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 214490-83-2 α,β-allyloxy-2,3,4,6-tetra-O-benzyl-d-galactose 
• 1338567-48-8 C₃₆H₃₇Cl₃O₆ 
• 655-45-8 L-gulose 
• 78890-61-6 2-methoxyethyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranoside 
• 38184-10-0 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 17042-40-9 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-α-D-mannopyranoside 

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 
• 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 
• 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 
• 74808-15-4 (3aS,4S,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-65-0 (3aS,4S,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 74352-41-3 2-Pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 144490-57-3 2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-αβ-D-glucopyranoside 
• 146773-71-9 allyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 92052-34-1 O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-dichloracetimidat 

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.

Tuning the activity of iminosugars: novel N-alkylated deoxynojirimycin derivatives as strong BuChE inhibitors

We have designed unprecedented cholinesterase inhibitors based on 1-deoxynojirimycin as potential anti-Alzheimer’s agents. Compounds are comprised of three key structural motifs: the iminosugar, for interaction with cholinesterase catalytic anionic site (

Synthesis and conformational analysis of vicinally branched trisaccharide β-d-Galf-(1 → 2)-[β-d-Galf-(1 → 3)-]-α-GalpfromCryptococcus neoformansgalactoxylomannan

The synthesis of a vicinally branched trisaccharide composed of twod-galactofuranoside residues attachedviaβ-(1 → 2)- and β-(1 → 3)-linkages to the α-d-galactopyranoside unit has been performed for the first time. The reported trisaccharide represents the galactoxylomannan moiety first described in 2017, which is the capsular polysaccharide of the opportunistic fungal pathogenCryptococcus neoformansresponsible for life-threatening infections in immunocompromised patients. The NMR-data reported here for the synthetic model trisaccharide are in good agreement with the previously assessed structure of galactoxylomannan and are useful for structural analysis of related polysaccharides. The target trisaccharide as well as the constituent disaccharides were analyzed by a combination of computational and NMR methods to demonstrate good convergence of the theoretical and experimental results. The results suggest that the furanoside ring conformation may strongly depend on the aglycon structure. The reported conformational tendencies are important for further analysis of carbohydrate-protein interaction, which is critical for the host response towardC. neoformansinfection.