628281-00-5

Upstream product

• 628280-91-1 allyl 2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 628280-97-7 allyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 152432-87-6 allyl 2-azido-2-deoxy-α-D-glucopyranoside 
• 262382-45-6 tris(thiophenyl) 3-O-benzyl-1,2-O-isopropylidene-β-L-orthoidofuranuronate 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 93382-47-9 methyl (acetyl 2,4-di-O-acetyl-3-O-benzyl-α,β-L-idopyranoside)uronate 
• 87326-76-9 methyl 3-O-benzyl-1,2-O-isopropylidene-α-L-idofuranosiduronate 
• 87326-78-1 methyl 3-O-benzyl-β-L-idopyranuronate 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 87327-03-5 methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate 
• 75-36-5 acetyl chloride 

Downstream Products

• 628281-02-7 allyl (methyl 3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 701976-76-3 allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 701976-81-0 allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide 
• 628281-04-9 allyl (methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 

Relevant academic research and scientific papers

PhBCl2 promoted reductive opening of 2′,4′-O-p- methoxybenzylidene: New regioselective differentiation of position 2′ and 4′ of α-L-iduronyl moieties in disaccharide building blocks

We describe a new protocol for the challenging differentiation of the position 2′ and 4′ of L-iduronyl moieties located at the nonreducing end of various disaccharide building blocks. This methodology is based on the introduction of a 2′,4 ′-O-p-methoxybenzylidene group, followed by a totally regioselective reductive opening of this acetal by the PhBCl2/Et 3SiH reagent system. L-Iduronyl moieties protected by a 4 ′-O-p-methoxybenzyl group were thus obtained regioselectively and efficiently.

Efficient preparation of three building blocks for the synthesis of heparan sulfate fragments: Towards the combinatorial synthesis of oligosaccharides from hypervariable regions

New, multigram routes to suitably protected L-iduronyl monosaccharide donors 4 and 5 and 2-azidoglucose acceptors 6 and 7 are described. The L-iduronyl and D-glucuronyl disaccharides 1-3 were then prepared from these compounds, by means of efficient and regioselective protective group manipulations. These disaccharides form the basis of a combinatorial approach toward the synthesis of heparan sulfate fragments representative of the heterogeneous regions of this polysaccharide. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)Introduction.