87326-68-9

Basic information

• Product Name: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-, 3-acetate
• Synonyms: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-, 3-acetate;1,6-Anhydro-2-azido-2-deoxy-beta-D-glucopyranose 3-acetate
• CAS NO: 87326-68-9
• Molecular Formula: C₈H₁₁N₃O₅
• Molecular Weight: 229.19004
• Mol File: 87326-68-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-, 3-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-, 3-acetate(87326-68-9)
• EPA Substance Registry System: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-, 3-acetate(87326-68-9)

Safety Data

• Hazardous Substances Data: 87326-68-9(Hazardous Substances Data)

Upstream product

• 139437-39-1 1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose 
• 2873-29-2 D-glucal triacetate 
• 492-62-6 alpha-D-glucopyranose 
• 604-68-2 α-D-glucopyranose peracetylate 
• 850637-35-3 3-O-acetyl-1,6-anhydro-2-azido-4-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose 
• 67313-50-2 1,6:2,3-dianhydro-4-O-(tetrahydropyran-2-yl)-β-D-mannopyranose 
• 88261-50-1 1,6:2,3-dianhydro-4-O-tert-butyldimethylsilyl-β-D-mannopyranose 
• 3868-03-9 1,6:2,3-dianhydro-β-D-mannopyranose 
• 88261-51-2 1,6-anhydro-2-azide-4-O-(tert-buthyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 67546-20-7 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 186967-38-4 3-O-acetyl-1,6-anhydro-2-azido-4-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose 

Downstream Products

• 87907-02-6 O-(methyl 2,3-di-O-benzyl-4-O-(chloroacetyl)-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 104530-54-3 (2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-3-(2-chloro-acetoxy)-6-((2R,3S,4R,5R)-4,6-diacetoxy-2-acetoxymethyl-5-azido-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 87907-05-9 (2S,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6R)-4-Acetoxy-2-acetoxymethyl-5-azido-6-bromo-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-(2-chloro-acetoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 135362-96-8 O-(6-O-acetyl-2-azide-3,4-di-O-benzyl-2-deoxy-2-α-D-glucopyranosyl)-(1→4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl trichloroacetimidate 
• 135362-95-7 O-(6-O-acetyl-2-azide-3,4-di-O-benzyl-2-deoxy-2-α-D-glucopyranosyl)-(1→4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate 
• 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 
• 99541-26-1 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 
• 1262887-52-4 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-benzyl (3-O-benzyl-2-O-levulinoyl)-β-D-glucopyranosyluronate-(1->4)-(3-O-acetyl-1,6-anhydro-2-azido)-2-deoxy-β-D-glucopyranose 

Relevant articles and documents

A method for synthesizing intermediate the sulphur reaches the liver last of the ten Heavenly Stems sodium

The invention discloses a synthetic method of a fondaparinux sodium intermediate. The synthetic method comprises the following steps: by using a compound 3 as a raw material, performing hydroxyl acetylation to obtain a compound 6, and removing p-methoxybenzyl (PMB) of the compound 6 by using ammonium cerium nitrate to obtain a Monomer C ring. By virtue of the mode, compared with a conventional five-step method for synthesizing the Monomer C ring, the synthetic method of the fondaparinux sodium intermediate, disclosed by the invention, can be used for simplifying the synthetic route of the Monomer C ring and reducing the production cost, and is suitable for large-scale industrial production.

PROCESS FOR PREPARING HEPARINOIDS AND INTERMEDIATES USEFUL IN THE SYNTHESIS THEREOF

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Synthesis of 5-thio-L-fucose-containing disaccharides, as sequence-specific inhibitors, and 2'-fucosyllactose, as a substrate of α-L-fucosidases

Four 5-thio-L-fucose-containing disaccharides having α(1→6), α(1→3), α(1→4)GlcNAc, and α(1→2)Gal linkages (compounds 1-4, respectively) were synthesized as potential α-L-fucosidase inhibitors. The glycosylation reactions using 2,3,4-tri-O-acetyl-5-thio-L-fucopyranosyl trichloroacetimidate as a glycosyl donor and BF3·OEt2 as a catalyst gave mainly α-linked disaccharides. Only α(1→2)-linked disaccharide 4 showed inhibitory activity (K(i) = 0.21 mM) against Bacillus α-L-fucosidase which hydrolyzes the Fucα(1→2) linkage specifically. The results suggested that sequence specificity of an enzyme could be estimated from the inhibitory activities of the compounds 1-4. In contrast, every disaccharide showed inhibitory activity (K(i) = 30-91 μM) against bovine epididymis α-L-fucosidase.