178454-13-2

Basic information

• Product Name: (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester
• Synonyms: (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester
• CAS NO: 178454-13-2
• Molecular Weight: 594.659
• Mol File: 178454-13-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester(178454-13-2)
• EPA Substance Registry System: (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester(178454-13-2)

Safety Data

• Hazardous Substances Data: 178454-13-2(Hazardous Substances Data)

Upstream product

• 608-68-4 dimethyl L-tartrate 
• 169532-17-6 ethyl 2,3,4-tri-O-benzyl-1-thio-α/β-L-fucopyranoside 
• 116514-50-2 ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 100-39-0 benzyl bromide 
• 132799-10-1 ethyl 1-thio-α-L-fucopyranoside 

Downstream Products

• 1403603-73-5 (2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(benzoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate 
• 1403603-68-8 (2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid 
• 1403603-65-5 (2R,3R)-dimethyl-2-(3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yloxy)-3-(3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate 

Relevant articles and documents

Acyclic tethers mimicking subunits of polysaccharide ligands: Selectin antagonists

We report on the design and synthesis of molecules having E- and P-selectins blocking activity both in vitro and in vivo. The GlcNAc component of the selectin ligand sialyl LewisX was replaced by an acyclic tether that links two saccharide units. The minimization of intramolecular dipole-dipole interactions and the gauche effect would be at the origin of the conformational bias imposed by this acyclic tether. The stereoselective synthesis of these molecules, their biochemical and biological evaluations using surface plasmon resonance spectroscopy (SPR), and in vivo assays are described. Because the structure of our analogues differs from the most potent E-selectin antagonists reported, our acyclic analogues offer new opportunities for chemical diversity.