1134525-30-6

Basic information

• Product Name: phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside
• Synonyms: phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside
• CAS NO: 1134525-30-6
• Molecular Weight: 616.754
• Mol File: 1134525-30-6.mol

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside(1134525-30-6)
• EPA Substance Registry System: phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside(1134525-30-6)

Safety Data

• Hazardous Substances Data: 1134525-30-6(Hazardous Substances Data)

Upstream product

• 4163-40-0 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl fluoride 
• 108-95-2 phenol 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 58109-40-3 diphenyliodonium hexafluorophosphate 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 74808-09-6 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate 

Downstream Products

• 3427-45-0 phenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 4468-72-8 phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 34246-15-6 phenyl glucoside 

Relevant articles and documents

Acyl Sulfonamide Catalysts for Glycosylation Reactions with Trichloroacetimidate Donors

The acyl sulfonamide functional group has been found to serve as a catalytic moiety for the glycosylation of several alcohols when glycosyl donors based on trichloroacetimidates are employed.

Reengineering Chemical Glycosylation: Direct, Metal-Free Anomeric O-Arylation of Unactivated Carbohydrates

To sustain innovation in glycobiology, effective routes to well-defined carbohydrate probes must be developed. For over a century, glycosylation has been dominated by the formation of the anomeric Csp3?O acetal junction in glycostructures. A dissociative mechanistic spectrum spanning SN1 and SN2 is frequently operational thereby reducing the efficiency. By reengineering this fundamental process, an orthogonal disconnection allows the acetal to be formed directly from the reducing sugar without the need for substrate pre-functionalisation. The use of stable aryliodonium salts facilitates a formal O?H functionalisation reaction. This allows lactols to undergo mild, metal-free O-arylation at ambient temperature. The efficiency of the transformation has been validated using a variety of pyranoside and furanoside monosaccharides in addition to biologically relevant di- and trisaccharides (up to 85 %). Fluorinated mechanistic probes that augment the anomeric effect were employed. It is envisaged that this strategy will prove expansive for the construction of complex acetals under substrate-based stereocontrol.

Glycosyl trichloroacetylcarbamate: A new glycosyl donor for O-glycosylation

Glycosyl trichloroacetylcarbamates, readily obtained by reacting 1-hydroxy sugars with trichloroacetylisocyanate, have been found as excellent glycosyl donors, and the corresponding O-glycosides are formed in good to excellent yields with a fairly good degree of selectivity.

Glycosylation of Phenols: Preparation of 1,2-cis and 1,2-trans Glycosylated Tyrosine Derivatives to be used in Solid-phase Glycopeptide Synthesis

The synthesis of four building blocks, Nα-Fmoc-Tyr(Ac4-β-D-Glc)-OPfp 6, Nα-Fmoc-Tyr(Bz4-α-D-Glc)-OPfp 16, Nα-Fmoc-Tyr4-α-D-Glc-(1->4)-Ac3-β-D-Glc>-OPfp 9 and Nα-Fmo