136738-59-5

Upstream product

• 67-56-1 methanol 
• 75-52-5 nitromethane 
• 83212-64-0 (2R,3R)-2,3-Dihydroxy-3-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propionaldehyde 
• 124-41-4 sodium methylate 
• 81846-60-8 nitromethyl β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 25152-90-3 (4aR,6S,7R,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol 
• 104022-77-7 4,6-O-benzylidene-β-D-glucopyranosyl 
• 492-61-5 β-D-glucose 
• 2280-44-6 D-Glucose 
• 3006-41-5 4,6-O-benzylidene-D-glucose 

Downstream Products

• 136738-61-9 Nitro(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)methane 
• 136738-62-0 C-(4,6-O-benzylidene-β-D-glucopyranosyl) methylamine 
• 849834-82-8 C-(4,6-O-benzylidene-β-D-glucopyranosylomethyl) hydroxylamine 
• 1450752-52-9 N-(β-D-glucopyranosylmethyl)-2-hydroxybenzamide 
• 1450752-53-0 N-(β-D-glucopyranosylmethyl)-2-methoxybenzamide 
• 1450752-54-1 N-(β-D-glucopyranosylmethyl)-4-hydroxybenzamide 
• 1450752-55-2 N-(β-D-glucopyranosylmethyl)-4-methoxybenzamide 
• 1450752-56-3 N-(β-D-glucopyranosylmethyl)-2,4-dimethoxybenzamide 
• 1450752-57-4 N-(β-D-glucopyranosylmethyl)-4-acetoxybenzamide 

Relevant academic research and scientific papers

Full acetals of β-D-glycopyranosylnitromethanes and a 1,2-dideoxy-1- nitroalk-1-enitol derived from common hexoses

Kinetically controlled O-isopropylidenation of common 2,6-anhydro-1- deoxy-1-nitroalditols (β-D-glycopyranosylnitromethanes) derived from D- glucose, D-galactose, and D-mannose with 2-methoxypropene in 1,2- dimethoxyethane catalyzed with 4-toluenesulfonic

Synthesis and α-glucosidase inhibitory activity evaluation of N-substituted aminomethyl-β-d-glucopyranosides

A series of N-substituted 1-aminomethyl-β-d-glucopyranoside derivatives was prepared. These novel synthetic compounds were assessed in vitro for inhibitory activity against yeast α-glucosidase and both rat intestinal α-glucosidases maltase and sucrase. Mo

Henry condensations with 4,6-O-benzylidenylated and non-protected D-glucose and L-fucose via DBU-catalysis

Mechanistic intermediates, and thermodynamically favored side products, in the Henry condensations of partially protected and non-protected pyranoses with a free anomeric hemiacetal function with nitromethane in various solvents for the kinetically controlled syntheses of C-glycopyranosides in the presence of DBU/molecular sieve catalyst system were identified.

C-glycoside synthesis II: Henkt condensations of 4,6-O-alkylidene pyranoses with a 1,3-proton transfer catalyst- a roote to blocked aminomethyl-c-glycosides

In the presence of a novel 1,3-proton transfer catalyst (2-hydroxypyridine (2-HP)/ 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)/molecular sieves), 4,6-Obenzylidene-D-glucopyranose (1),4,6-O-isopropylidene-D-mannose (12), and 4,6-O-isopropyridene-D-glucose (16) undergo Henry condensations with nitromethane in THF to give acetal protected nitromethyl C-glycopyranosides (2, 13, and 17, respectively), which were characterized as their O-acetyl derivatives (5, 15, and 18, respectively). The Henry product from 4,6-O-benzyridene-D glucopyranose could be reduced, with retention of the 4,6-O-benzylidene protecting group, by a specially prepared form of elemental iron in aqueous tetrahydrofuran under CO2 to aminomethyl-C-glycopyranoside (16), characterized as N-acetyl, peracetyl, and N-Cbz derivatives (7, 8, 9, 10), and converted with diazonium salt to a triazene derivative (II). Nitroalkenes are only mechanistic intermediates in our condensations with nitromethane, but they undergo Michael additions with a second mole of nitromethane to give novel 5,7-O-alkylidene-1,2-deoxy-1 nitro-2-nitromethyl-D-heptitols (3 and 14) as side-products.