75414-45-8

Basic information

• Product Name: 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride
• Synonyms: 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride
• CAS NO: 75414-45-8
• Molecular Weight: 184.14
• Mol File: 75414-45-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride(75414-45-8)
• EPA Substance Registry System: 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride(75414-45-8)

Safety Data

• Hazardous Substances Data: 75414-45-8(Hazardous Substances Data)

Upstream product

• 13265-84-4 D-glucal 

Downstream Products

• 190973-69-4 2,3-di-O-acetyl-1,6-anhydro-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)-β-D-glucopyranose 
• 1001407-10-8 ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-thioglucopyranoside 
• 186419-71-6 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-glucopyranosyl bromide 
• 93253-43-1 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 

Relevant articles and documents

Studies on the reaction of D-glucal and its derivatives with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]Octane salts

The reaction of D-glucal and its derivatives with the electrophilic N-F-fluorination reagents F-TEDA tetrafluoroborate and triflate was studied by means of 19F NMR spectroscopy. In all cases mixtures of 2-deoxy-2-fluoro-D-gluco- and -D-mannopyranose derivatives were formed, the ratio of which was dependent on the nature of the O-protecting groups. Concerning the products arising from the direct addition of reagents across the double bond, the D-gluco-configured compounds (13-20) generally showed higher hydrolysis rates than their D-manno-counterparts (21-28). Product separation was only achieved when single anomers (e.g., 2,4-dinitrophenyl glycosides 29e/37e and disaccharidic fluorides 35d/43d) or per-O-acetates (e.g. 29f/37f) were formed.