93382-47-9

Upstream product

• 186581-53-3 diazomethane 
• 735326-85-9 (2R,3S,4S,5R)-3,5,6-Triacetoxy-4-benzyloxy-tetrahydro-pyran-2-carboxylic acid 
• 108-24-7 acetic anhydride 
• 87326-77-0 methyl 3-O-benzyl-L-idopyranosyluronate 
• 67-56-1 methanol 
• 735326-87-1 (2R,3S,4S,5R)-5,6-Diacetoxy-4-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid 
• 74-88-4 methyl iodide 
• 5531-09-9 3-O-benzyl-L-idopyranose 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 75-36-5 acetyl chloride 
• 87326-72-5 3-O-benzyl-1,2-O-isopropyridene-α-D-glucofuranuronic acid 
• 87326-74-7 (S)-((3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-trifluoromethanesulfonyloxy-acetic acid methyl ester 
• 87326-73-6 (S)-methyl 2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyacetate 
• 262382-48-9 1,2,4-tri-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose 

Downstream Products

• 87907-09-3 methyl 3-O-benzyl-4-O-monochloroacetyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate) 
• 628281-01-6 allyl (methyl 3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 628281-03-8 allyl (methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 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 
• 628280-99-9 allyl (methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 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 
• 628281-00-5 allyl (methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 87907-08-2 C₁₈H₂₁BrO₈ 
• 92955-26-5 methyl 2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-chloroacetyl-xylo-hex-1-enitoluronate 
• 87326-99-6 methyl (benzyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosid)uronate 
• 87907-11-7 benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-4-O-(methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside 
• 87907-39-9 benzyl O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside 
• 87907-40-2 benzyl O-(2-azido-4-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside 

Relevant academic research and scientific papers

PROCESS FOR PREPARING HEPARINOIDS AND INTERMEDIATES USEFUL IN THE SYNTHESIS THEREOF

Processes are disclosed for the synthesis of the Factor Xa anticoagulant fondaparinux and related compounds. Protected pentasaccharide intermediates and efficient and scalable processes for the industrial scale production of fondaparinux sodium by conversion of the protected pentasaccharide intermediates via a sequence of deprotection and sulfonation reactions are provided.

Synthesis of 2,5-anhydro-(β-D-glucopyranosyluronate)- and (α-L-idopyranosyluronate)-D-mannitol hexa-O-sulfonate hepta sodium salt

Glycosidation of 2,5-anhydro-1,6-di-O-benzoyl-D-mannitol with methyl(2,3,4-tri-O-acetyl-α-D-glucopyranosyl-1-O-trichloroacetimidate) uronate in the presence of trimethylsilyl triflate afforded the corresponding 3-O-β-glycoside, which after deprotection wa

Synthesis of a polysulfated heparin degradation product

Two suitable methods for the synthesis of the heparin degradation product 2,5-anyhydro-3-O-(α-L-ido-pyranosyluronate)-D-mannitol hexa O-sulfate are reported. The synthesis pathways start from D-glucose and D-glucosamine.

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.

New accesses to L-iduronyl synthons

(PhS)3CLi adds with a total L-ido selectivity onto 3-O-benzyl-1,2-O- isopropylidene-α-D-xylo-dialdose 2, opening the way to the most efficient preparation of 1,2,4-tri-O-acetyl-3-O-benzyl-L-iduronyl synthon 8. Alternatively, in view of combinat