17326-97-5

Upstream product

• 1623-08-1 phosphoric acid dibenzyl ester 
• 64-19-7 acetic acid 
• 2873-29-2 D-glucal triacetate 

Downstream Products

• 132268-74-7 Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((3aR,4S,7aR)-1,3,6-trioxo-2-phenyl-octahydro-isoindol-4-yloxy)-tetrahydro-pyran-4-yl ester 
• 132247-53-1 Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-[(3aS,4R,7aS)-6-(tert-butyl-dimethyl-silanyloxy)-1,3-dioxo-2-phenyl-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yloxy]-tetrahydro-pyran-4-yl ester 
• 132247-53-1 (1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-(3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyloxy)cyclohex-4-ene-1,2-dicarboximide 
• 132674-33-0 1-O-O-phenyl-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 20196-78-5 1-O-phenyl-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranoside 
• 69247-28-5 cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-lyxo-hexopyranoside 
• 1415013-49-8 cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranoside 
• 153180-66-6 3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl 1-O,O'-dibenzyl phosphate 

Relevant academic research and scientific papers

Efficient Route to 2-Deoxy β-O-Aryl-D-Glycosides via Direct Displacement of Glycosyl Iodides

(Equation presented) The conversion of glycals to 2-deoxy glycosyl acetates followed by reaction with trimethylsilyl iodide affords the corresponding glycosyl iodides, which readily undergo substitution with aryl alkoxy anions to provide 2-deoxy-β-O-aryl

Chemical synthesis and isolation of UDP-2-deoxy glucose and galactose

2-Deoxy sugars are attractive compounds in synthetic chemistry with regard to reactivity and stereoselectivity. Moreover, their ability to inhibit enzymes and metabolism is significant in biology. In this study, uridine-5′-diphosphate (UDP)-2-deoxy glucose (11) and galactose (12) were synthesized chemically. These sugar donors for glycosyltransferases were obtained α-selectively via phosphorylation using thioglycosides, coupling reaction with uridine-5′-monophosphate (UMP)-morpholidate, and moderate deacetylation. Isolation was carried out by sequential silica-gel chromatography using two kinds of developing solvents in a refrigerator. The structures were elucidated from the NMR results. Investigation of stability showed that the synthesized UDP-2-deoxy sugars were hydrolyzed much faster in buffer (pH 4) than the natural UDP sugars.