1334709-89-5

Basic information

• Product Name: p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside
• CAS NO: 1334709-89-5
• Molecular Weight: 1203.73
• Mol File: 1334709-89-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside(1334709-89-5)
• EPA Substance Registry System: p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside(1334709-89-5)

Safety Data

• Hazardous Substances Data: 1334709-89-5(Hazardous Substances Data)

Upstream product

• 1242437-16-6 p-tolyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside 
• 1242437-13-3 p-tolyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-1-thio-β-D-glucopyranoside 
• 1242437-11-1 p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside 
• 1185733-70-3 2,2,2-trichloroethoxysulfuryl 2-methyl-3-methylimidazolium triflate 
• 1334709-88-4 p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-α-L-idopyranoside 

Downstream Products

• 1334721-54-8 p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside 
• 1334709-90-8 p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside 

Relevant articles and documents

Divergent heparin oligosaccharide synthesis with preinstalled sulfate esters

Traditional chemical synthesis of heparin oligosaccharides first involves assembly of the full length oligosaccharide backbone followed by sulfation. Herein, we report an alternative strategy in which the O-sulfate was introduced onto glycosyl building blocks as a trichloroethyl ester prior to assembly of the full length oligosaccharide. This allowed divergent preparation of both sulfated and non-sulfated building blocks from common advanced intermediates. The O-sulfate esters were found to be stable during glycosylation as well as typical synthetic manipulations encountered during heparin oligosaccharide synthesis. Furthermore, the presence of sulfate esters in both glycosyl donors and acceptors did not adversely affect the glycosylation yields, which enabled us to assemble multiple heparin oligosaccharides with preinstalled 6-O-sulfates. Copyright