108794-37-2

Upstream product

• 22331-11-9 2,3-di-O-acetyl-1,6-anhydro-β-D-glucose 
• 34245-85-7 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl bromide 
• 93253-40-8 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-galactopyranosyl bromide 
• 108-24-7 acetic anhydride 
• 4098-06-0 triacetyl-D-galactal 

Downstream Products

• 1012308-39-2 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl 4-{4-[bis(2-chloroethyl)amino]phenyl}butyrate 
• 1274877-62-1 2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulopyranosyl-(2-1)-3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 1274877-58-5 2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulopyranosyl-(2-1)-3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranoside 
• 1313741-13-7 C₄₁H₄₇FO₁₀ 
• 1313741-15-9 C₄₁H₄₇FO₁₀ 
• 1274877-54-1 2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulopyranosyl-(2-1)-3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 1274877-51-8 2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulopyranosyl-(2-1)-3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranoside 
• 86783-82-6 2-fluoro-D-glucose 
• 357979-11-4 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate 
• 111524-65-3 2',4'-Dinitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 111524-64-2 2',4'-Dinitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranoside 
• 141395-48-4 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside 
• 207975-84-6 2,4-dinitrophenyl-3,4,6-tri-O-acetyl-2-fluoro-2-deoxy-β-D-galactopyranoside 
• 262607-45-4 2,4-dinitrophenyl-3,4,6-tri-O-acetyl-2-fluoro-2-deoxy-β-D-mannopyranoside 

Relevant academic research and scientific papers

Design and synthesis of 2'-deoxy-2'-fluorodisaccharides as mechanism- based glycosidase inhibitors that exploit aglycon specificity

Stable, aglycon-specific inactivators of glycosidases have considerable potential as tools in the study of mechanisms of oligosaccharide processing, and possibly as avenues toward new therapeutics. Glycosidases for which the rate-determining step with the

SYNTHESIS OF 2-DEOXY-2-FLUOROHEXOSES BY FLUORINATION OF GLYCALS IN AQUEOUS MEDIA

1,5-Anhydro-2-deoxy-D-arabino- (D-glucal), 1,5-anhydro-2-deoxy-D-lyxo- (D-galactal), and 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-lyxo-hex-1-enitol (3,4,6-tri-O-acetyl-D-galactal) (3) were fluorinated in water and organic solvent-water with molecular fluorine and, for 18F-labelled compounds, with 18F>fluorine.Chemical yields of 40 and 10percent were obtained for 2-deoxy-2-fluoro-D-glucose and 2-deoxy-2-fluoro-D-mannose, respectively, and 35 and 5percent for 2-deoxy-2-fluoro-D-galactose (12) and 2-deoxy-2-fluoro-D-talose (13), respectively.In the fluorination of 3, the chemical yields of 12 and 13 were 38 and 6percent, respectively.An l.c. separationof 2-deoxy-2-fluoro-D-hexoses is described.

2'-FLUOROMALTOSE: SYNTHESIS AND PROPERTIES OF 4-O-(2-DEOXY-2-FLUORO-α-D-GLUCOPYRANOSYL)-D-GLUCOPYRANOSE, AND THE CRYSTAL STRUCTURE OF 2,3-DI-O-ACETYL-1,6-ANHYDRO-4-O-(3,4-TRI-O-ACETYL-2-DEOXY-2-FLUORO-α-D-GLUCOPYRANOSYL)-β-D-GLUCOPYRANOSE

Coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl bromide and 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-galactopyranosyl bromide with 2,3-di-O-acetyl-1,6-anhydro-β-D-glucose, under Koenigs-Knorr reaction conditions gave, in both instances, only the corresponding α-(1->4)-linked disaccharides.In the first case, the linkage was verified by 1H- and 19F-n. m. r., and by X-ray crystallographic analysis of 2,3-di-O-acetyl-1,6-anhydro-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl)-β-D-glucopyranose.Deprotection of this disaccharide gave 2'-deoxy-2'-fluoromaltose.Maltose and its fluorinated analogue displayed similar 1H- and 13C-n. m. r. spectra and optical rotations, indicating that these two sugars are isomorphous in solution and suggesting that 2'-deoxy-2'-fluoromaltose might be a suitable substrate for studies of α-glycosidases.