19710-96-4

Usage

InChI:InChI=1/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8?,9-,10-,11?,12+/m0/s1

Upstream product

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

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

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.