81132-76-5

Upstream product

• 3053-17-6 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 88-75-5 2-hydroxynitrobenzene 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 24624-80-4 (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 25878-60-8 D-galactose pentaacetate 
• 572-10-1 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl chloride 
• 70835-78-8 2,3:4,6-di-O-cyclohexylidene-α-D-mannopyranose 

Downstream Products

• 21495-33-0 O¹-(2-nitro-phenyl)-β-D-galactopyranuronic acid 
• 144683-66-9 (2S,3R,4S,5R,6R)-2-((3R,4R,5R,6S)-4,5-Dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 144683-65-8 (2S,3R,4S,5R,6R)-2-((2S,3R,4S,5R)-3,5-Dihydroxy-2-phenylsulfanyl-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 67412-74-2 Benzyl-4-O-(β-D-galactopyranosyl)-β-D-xylopyranosid 
• 138143-67-6 benzyl 3-O-(β-D-galactopyranosyl)-β-D-xylopyranoside 
• 144683-64-7 (2S,3R,4S,5R,6R)-2-((3R,4R,5R,6S)-4,5-Dihydroxy-6-phenoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 144683-63-6 (2S,3R,4S,5R,6R)-2-((2S,3R,4S,5R)-3,5-Dihydroxy-2-phenoxy-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 144683-70-5 p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside 
• 144683-68-1 (2S,3R,4S,5R,6R)-2-[(3R,4R,5R,6S)-4,5-Dihydroxy-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 144683-67-0 (2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R)-3,5-Dihydroxy-2-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 2325-10-2 (S,S)-hydrobenzoin 
• 144683-62-5 (2S,3R,4S,5R,6R)-2-((3R,4R,5R,6R)-4,5-Dihydroxy-6-phenethyloxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 144683-61-4 (2S,3R,4S,5R,6R)-2-((2R,3R,4S,5R)-3,5-Dihydroxy-2-phenethyloxy-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Aryl O- and S-galactosides and lactosides as specific inhibitors of human galectins-1 and -3: Role of electrostatic potential at O-3

Phase transfer catalyzed reaction was used for the high yielding synthesis of aryl 1-thio-β-d-galacto- and lacto-pyranosides carrying a panel of substituents on the phenyl groups. Best galectin-1 inhibitors were simple p-nitrophenyl thiogalactoside 5a for

Rates of Acidic and Alkaline Hydrolysis of Substituted Phenyl α- and βDMannopyranosides

The rates of hydrolysis of substituted phenyl α- and β-D-mannopyranosides were measured in acidic and alkaline solutions.In 0.11 N hydrochloric acid solution, the α-mannosides were hydrolyzed faster than the corresponding β-anomers.The rates of hydrolysis for the α-mannosides were unaffected by substitution in the phenyl group (Hammett reaction constant ρ=-0.07+/-0.065 (S.D.)), and those for the β-mannosides were slightly enhanced by the introduction of electron-releasing substituents (ρ=-0.25+/-0.082).In sodium hydroxide solution, the α-mannosides liberated their aglycones, phenols, much faster than the corresponding β-anomers and the rates were enhanced by the introduction of electron-withdrawing substituents (ρ=+2.7+/-0.14 for the α-, +3.1+/-0.46 for the β-mannosides, each in 3.93 N NaOH).Phenyl α-mannoside was hydrolyzed much faster than phenyl β-glucoside, though both have trans-1,2 configuration, indicating the importance of a 1,2-diaxial orientation for the reaction. Keywords --- aryl α-mannopyranoside; aryl β-mannopyranoside; acid hydrolysis; alkaline hydrolysis; Hammett plot

STEREOSELECTIVE SYNTHESES OF O- AND S-NITROPHENYL GLYCOSIDES. PART III. SYNTHESES IN THE &α-D-GALACTOPYRANOSE AND &α-MALTOSE SERIES

The action of p-nitrophenol penta-O-acetyl-β-D-galactopyranose in dichloromethane, in the presence of stannic tetrachloride gave p-nitrophenyl α-D-galactoside in fair yield.This technique failed when o-nitrophenol was used.Tetra-O-acetyl-β-D-galactopyranosyl and hepta-O-acetyl-β-maltosyl chlorides were converted to p- or o-nitrophenyl α-D-glycosides and p-nitrophenyl α-D-1-thioglycosides in good yield using hexamethylphosphoramide as a solvent and the sodium salt of the phenols as nucleophiles.The galactosides have been functionalized for further condensation at the C-4 position by selective benzoylation.

Alpha-galactosidase production

A process for the production of α-galactosidase by culturing the mold Penicillium duponti in an aqueous medium containing at least one sugar with at least one αD-galactopyranosyl bond and collecting the mycelium thus obtained.