86496-30-2

Upstream product

• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 97-30-3 methyl D-glucopyranoside 
• 84799-77-9 methyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 100-44-7 benzyl chloride 

Downstream Products

• 404022-83-9 C₃₅H₃₇NO₈S 
• 69567-11-9 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 76738-52-8 (2S,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidine 
• 139189-61-0 2,3,4,6-tetra-O-benzyl-D-xylo-hex-5-ulosononitrile 
• 83258-76-8 (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-one oxime 
• 126709-14-6 1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose 
• 126709-11-3 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-hydrazi-D-glucitol 
• 139189-62-1 2,3,4,6-tetra-O-benzyl-L-idononitrile 
• 139189-60-9 2,5-anhydro-3,4,6-tri-O-benzyl-L-idononitrile 
• 139189-63-2 2,3,4,6-tetra-O-benzyl-5-O-(4-toluenesulfonyl)-L-idononitrile 
• 139189-64-3 (5R,6R,7S,8S)-6,7,8-tris(benzyloxy)-5-<(benzyloxy)methyl>-5,6,7,8-tetrahydro-tetrazolo<1,5-a>pyridine 
• 139189-59-6 2,3,4,6-tetra-O-benzyl-5-deoxy-5-iodo-L-idononitrile 
• 139189-58-5 2,3,4,6-tetra-O-benzyl-5-bromo-5-deoxy-L-idononitrile 
• 52492-43-0 2,3,5-tri-O-benzyl-β-D-arabinofuranosyl cyanide 

Relevant academic research and scientific papers

One pot oxidative dehydration - oxidation of polyhydroxyhexanal oxime to polyhydroxy oxohexanenitrile: A versatile methodology for the facile access of azasugar alkaloids

A unique oxidative dehydration-oxidation of polyhydroxy-oxime (7) to the corresponding ketonitrile (8) in one pot is reported for the first time in carbohydrate literature. Key ketonitrile intermediate (8) upon palladium hydroxide mediated cascade reaction afforded 1-deoxynojirimycin (DNJ) 1b in moderate diastereoselectivity. The cascade reaction involves the conversion of nitrile to amine, heteroannulation, reduction of the imine and subsequent debenzylation to furnish the azasugars. This oxidative dehydration-oxidation and reductive heteroannulation methodology is successfully utilized for the total synthesis of 1-deoxynojirimycin (1b), miglitol (2) and miglustat (3).

Synthesis of endohedral metallofullerene glycoconjugates by carbene addition

Endohedral metallofullerene glycoconjugates were synthesized under mild conditions by carbene addition using appropriate glycosylidene-derived diazirine with La2@Ih-C80. NMR spectroscopic studies revealed that the glycocon

Oxidation of Aldose Oximes. Formation and Structure of Hydroxydiazene Oxide Acetals and Preparation of Hydroximolactones. X-Ry Crystal Structure of 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranosyl-ONN-azoxy 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranoside

Oxidation of the glucopyranosylamine (1) with peracid gave, in low yield, either the stable 1-deoxy-1-nitrocompound (2) or the dimer (3), depending on the reaction conditions.Oxidation of the oximes (4), (9), (13), and (17) with periodate at low pH gave t