214767-56-3

Upstream product

• 124-41-4 sodium methylate 
• 214767-55-2 methyl 2-O-benzyl-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside 
• 50272-15-6 methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside 
• 50272-14-5 methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-ribo-hexopyranoside 
• 100-39-0 benzyl bromide 
• 40773-64-6 methyl 4,6-O-benzylidene-3-deoxy-ribo-hexopyranoside 

Downstream Products

• 50272-15-6 methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside 
• 214767-58-5 methyl 2-O-benzyl-3-deoxy-β-L-lyxo-hexopyranoside 
• 214767-60-9 methyl 4-O-acetyl-2-O-benzyl-3-deoxy-6-O-trityl-β-L-lyxo-hexopyranoside 
• 214767-59-6 methyl 2-O-benzyl-3-deoxy-6-O-trityl-β-L-lyxo-hexopyranoside 
• 214767-64-3 methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate 
• 214767-61-0 methyl 4-O-acetyl-2-O-benzyl-3-deoxy-β-L-lyxo-hexopyranoside 
• 214767-55-2 methyl 2-O-benzyl-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside 
• 581060-47-1 methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside 

Relevant academic research and scientific papers

Total synthesis of actinobolin from d-glucose by way of the stereoselective three-component coupling reaction

The total synthesis of (-)-actinobolin 3, an antipode of the natural product, starting from d-glucose is described. A three-component coupling reaction of functionalized cyclohexenone (+)-6 derived from d-glucose by way of Ferrier's carbocyclization react

Synthesis of a 3-deoxy-L-iduronic acid containing heparin pentasaccharide to probe the conformation of the antithrombin III binding sequence

We report in this work the total synthesis of a close analogue of the pentasaccharide active site of heparin, in which the l-iduronic acid residue has been deoxygenated at position three. 1H NMR studies demonstrated that, as anticipated, such a modification induces a shift of the conformational equilibrium toward 1C4 (contribution to the conformational equilibrium rises from 37% to 65%) and a substantial decrease of the affinity for antithrombin III (K(d) 0.154μM versus 0.050μM). Copyright (C) 1998 Elsevier Science Ltd.