1262233-42-0

Basic information

• Product Name: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside
• Synonyms: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside
• CAS NO: 1262233-42-0
• Molecular Weight: 590.74
• Mol File: 1262233-42-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside(1262233-42-0)
• EPA Substance Registry System: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside(1262233-42-0)

Safety Data

• Hazardous Substances Data: 1262233-42-0(Hazardous Substances Data)

Upstream product

• 951025-06-2 phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside 
• 100-39-0 benzyl bromide 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 158716-08-6 phenyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside 

Downstream Products

• 1262232-78-9 S-phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside S-oxide 
• 1338548-79-0 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-β-D-mannopyranosyl-(1->4)-2,3-O-isopropylidene-β-D-xylopyranoside 
• 1338548-81-4 methyl 2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylopyranoside 
• 1338548-80-3 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-β-D-mannopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylopyranoside 

Relevant articles and documents

The Glycosylation Mechanisms of 6,3-Uronic Acid Lactones

Uronic acids are important constituents of polysaccharides found on the cell membranes of different organisms. To prepare uronic-acid-containing oligosaccharides, uronic acid 6,3-lactones can be employed as they display a fixed conformation and a unique reactivity and stereoselectivity. Herein, we report a highly β-selective and efficient mannosyl donor based on C-4 acetyl mannuronic acid 6,3-lactone donors. The mechanism of glycosylation is established using a combination of techniques, including infrared ion spectroscopy combined with quantum-chemical calculations and variable-temperature nuclear magnetic resonance (VT NMR) spectroscopy. The role of these intermediates in glycosylation is assayed by varying the activation protocol and acceptor nucleophilicity. The observed trends are analogous to the well-studied 4,6-benzylidene glycosides and may be used to guide the development of next-generation stereoselective glycosyl donors.