86783-82-6

Basic information

• Product Name: 2-DEOXY-2-FLUORO-D-GLUCOSE
• Synonyms: 2-DEOXY-2-FLUOROGLUCOSE;2-DEOXY-FLUORO-GLUCOSE;D-GLUCOPYRANOSE, 2-DEOXY-2-FLUORO-;FDG;2-fluoro-2-deoxy-D-glucose, mixture of anomers;2-Deoxy-2-fluoro-D-glucose, 2-Deoxy-fluoro-glucose
• CAS NO: 86783-82-6
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.15
• EINECS: 1592732-453-0
• Mol File: 86783-82-6.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 413.6°C at 760 mmHg
• Flash Point: 186.3°C
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 1.44E-08mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-DEOXY-2-FLUORO-D-GLUCOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DEOXY-2-FLUORO-D-GLUCOSE(86783-82-6)
• EPA Substance Registry System: 2-DEOXY-2-FLUORO-D-GLUCOSE(86783-82-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 86783-82-6(Hazardous Substances Data)

Usage

Chemical Properties

Colourless solid

InChI:InChI=1/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2

Upstream product

• 24679-89-8 trifluoromethyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranoside 
• 29069-93-0 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl fluoride 
• 24679-90-1 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride 
• 141395-48-4 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside 
• 31077-89-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose 
• 13322-90-2 3,4,6-tri-O-benzoyl-D-glucal 
• 86747-85-5 Tetramethylammonium methyl 4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-glucopyranoside 3-sulfate 
• 7226-42-8 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose 
• 85381-35-7 methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 90465-40-0 benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-glucopyranoside 
• 109959-19-5 2-deoxy-2-fluoro-β-D-glucopyranosyl  
• 109959-19-5 2-deoxy-2-fluoro-α-D-glucopyranosyl  
• 97292-03-0 1,6-Anhydro-3,4-di-O-benzyl-2-deoxy-2-fluoro-β-D-glucopyranose 
• 13265-84-4 D-glucal 

Downstream Products

• 7226-39-3 2-deoxy-2-fluoro-D-mannopyranose 
• 55449-80-4 2-deoxy-2-fluoro-β-D-mannopyranose 
• 38711-37-4 2-deoxy-2-fluoro-β-D-glucopyranose 
• 7226-39-3 2-fluoro-2-deoxy-D-glucose 
• 176977-70-1 α-2-fluoro-2-deoxymannose-6-phosphate 
• 99257-08-6 α-2-fluoro-2-deoxyglucose-6-phosphate 
• 176977-71-2 β-2-fluoro-2-deoxymannose-6-phosphate 
• 99257-09-7 β-2-fluoro-2-deoxyglucose-6-phosphate 
• 31077-89-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose 
• 7226-42-8 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose 
• 34339-80-5 2-fluoro-D-glucitol 
• 141395-58-6 (R)-3-Benzyloxy-tetradecanoic acid (2R,4aR,6S,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 141395-56-4 (R)-3-Benzyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 141395-57-5 (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Relevant articles and documents

REACTIONS OF GLYCALS WITH XENON FLUORIDE: AN IMPROVED SYNTHESIS OF 2-DEOXY-2-FLUOROSACCHARIDES

The 1,2-double bond in acetylated glycals has been fluorinated with XeF2 in the presence of BF3 to give 1,2-deoxy-1,2-difluorosaccharides.A mechanism for this reaction has been proposed.This method represents an improvement in the synthesis of 2-deoxy-2-fluorosaccharides.

Anomeric Selectivity of Trehalose Transferase with Rare l -Sugars

Retaining LeLoir glycosyltransferases catalyze the formation of glycosidic bonds between nucleotide sugar donors and carbohydrate acceptors. The anomeric selectivity of trehalose transferase from Thermoproteus uzoniensis was investigated for both d- and l-glycopyranose acceptors. The enzyme couples a wide range of carbohydrates, yielding trehalose analogues with conversion and enantioselectivity of >98%. The anomeric selectivity inverts from α,α-(1 → 1)-glycosidic bonds for d-glycopyranose acceptors to α,β-(1 → 1)-glycosidic bonds for l-glycopyranose acceptors, while (S)-selectivity was retained for both types of sugar acceptors. Comparison of protein crystal structures of trehalose transferase in complex with α,α-trehalose and an unnatural α,β-trehalose analogue highlighted the mechanistic rationale for the observed inversion of anomeric selectivity.

Solid-supported reagents composed of a copolymer possessing 2-O-sulfonyl mannosides and phase-transfer catalysts for the synthesis of 2-fluoroglucose

We described the synthesis of a solid-supported co-polymer possessing mannosides and phase-transfer catalysts and synthesis of 2-fluoroglucoside from it. We first prepared a soluble copolymer from two allene monomers possessing a precursor for the synthesis of 2-fluoroglycose and a crown ether. The copolymerization of the monomers via the π-ally nickel-catalyst smoothly proceeded at room temperature to provide a desired copolymer without decomposition of the sulfonate esters. The copolymer exhibited high reactivity towards fluorination in comparison with a conventional precursor. We next synthesized the solid-supported copolymer by using the solid-supported initiator attached with TentaGel resins. TentaGel enabled polymerization under stirring with stirring bar without decomposition. The solid-supported copolymer exhibited comparable reactivity towards fluorination in comparison with the soluble copolymer. In addition, it can be easily separated from the reaction vessel by filtration.