55682-50-3

Upstream product

• 136172-58-2 1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose 
• 604-68-2 α-D-glucopyranose peracetylate 
• 492-62-6 alpha-D-glucopyranose 
• 2873-29-2 D-glucal triacetate 
• 139437-39-1 1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose 
• 67546-20-7 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 55682-49-0 1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose 
• 55682-48-9 1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose 

Downstream Products

• 61135-01-1 6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose 
• 159572-63-1 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oct-1-yne 
• 158999-83-8 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)oct-1-yne 
• 70056-59-6 3-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose 
• 76909-82-5 Benzyl-2-acetamido-4-O-<4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-6-O-benzoyl-2,3-di-O-benzyl-β-D-galactopyranosyl>-3,6-di-O-benzyl-2-desoxy-α-D-glucopyranosid 
• 77710-72-6 3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose 
• 76909-67-6 3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-O-benzyl-β-D-galactopyranose 
• 87326-96-3 methyl uronate 
• 86319-53-1 Methyl-6-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-2,4-diazido-3-O-benzyl-2,4-didesoxy-β-D-glucopyranosid 
• 99541-27-2 O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 

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.

α:β Selectivity in the synthesis of 3-substituted, 4-methyl umbelliferone glycosides of N-acetyl glucosamine and chitobiose

The influence of phenolic acceptor nucleophilicity; for example, 3-substituted, 4-methylumbelliferones, and glycosyl donor electrophilicity; for example, 3- and 4-substituted N-acetylglucosamines, on glycosylation stereochemistry has been evaluated. In a systematic comparison, the stereochemical outcome as well as the reaction yield appeared to be influenced by the 3- and 4-substituents of the donor as well as the 3-substituent of the aryl acceptor. In the context of synthesizing a fluorogenic substrate for oligosaccharyltransferase, an α-glycoside was desired. Although most acceptor-donor pairs led to predominantly or exclusively the β-glycoside, reaction of the most activated (3,4-di-O-benzyl) donor and the least nucleophilic acceptor (3-Br), resulted in a 1:1 ratio of α,β arylglycosides.