126641-47-2

Basic information

• Product Name: C₁₄H₁₉FO₉
• CAS NO: 126641-47-2
• Molecular Weight: 350.298
• Mol File: 126641-47-2.mol
• Article Data: 53

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₉FO₉(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₉FO₉(126641-47-2)
• EPA Substance Registry System: C₁₄H₁₉FO₉(126641-47-2)

Safety Data

• Hazardous Substances Data: 126641-47-2(Hazardous Substances Data)

Upstream product

• 3947-62-4 2,3,4,6-tetra-O-acetyl-D-mannopyranose 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 65560-29-4 N,N-dimethyl-1-fluoro-2-methylpropenamine 
• 65785-54-8 1-fluoro-2-methyl-N,N-diisopropyl-propenylamine 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 7664-39-3 hydrogen fluoride 
• 108-24-7 acetic anhydride 
• 13242-55-2 2,3,4-tri-O-acetyllevoglucosan 
• 83-87-4 penta-O-acetyl-α-D-galactopyranose 
• 55722-48-0 methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 28244-94-2 4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 105928-98-1 methyl-2,3,4,6-tetra-O-acetyl-1-thio-α-D-galactopyranoside 
• 1392228-53-3 butyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside S-oxide 

Downstream Products

• 22554-66-1 α,β-Trehaloseoctaacetat 
• 447-27-8 β-D-glucopyranosyl fluoride 
• 2106-10-7 1-deoxy-1-fluoro-α-D-glucose 
• 78153-79-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride 
• 13992-16-0 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 5987-78-0 p-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyde 
• 14131-42-1 p-nitrophenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 129715-12-4 2,6-Dimethylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 129715-13-5 2,6-Dimethoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 14581-80-7 1-O-(4′-bromophenyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 34168-82-6 1-O-(4′-bromophenyl)-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 33032-80-3 o-Chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Relevant articles and documents

A Concise Method for the Preparation of Glycosyl Fluorides via Displacement Reactions of 1-Arylthioglycosides with 4-Methyl(difluoroiodo)benzene

A variety of usefully functionalised 1-fluoroglycosides may be prepared under mild conditions from their corresponding arylthioglycoside derivatives by reaction with 4-methyl(difluoroiodo)benzene.

Preparation of 1-fluoroglycosides from 1-arylthio and 1-arylselenoglycosides using 4-methyl(difluoroiodo)benzene

Treatment of readily available thio- and selenoglycosides with the reagent 4-methyl(difluoroiodo)benzene leads to the formation of the corresponding fluoroglycosides in moderate to good yield.

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The reaction coordinate of a bacterial GH47 α-mannosidase: A combined quantum mechanical and structural approach

Mannosides in the southern hemisphere: Conformational analysis of enzymatic mannoside hydrolysis informs strategies for enzyme inhibition and inspires solutions to mannoside synthesis. Atomic resolution structures along the reaction coordinate of an inverting α-mannosidase show how the enzyme distorts the substrate and transition state. QM/MM calculations reveal how the free energy landscape of isolated α-D-mannose is molded on enzyme to only allow one conformationally accessible reaction coordinate. Copyright

Simultaneous detection of different glycosidase activities by 19F NMR spectroscopy

A fast method for the simultaneous detection of different glycosidolytic activities in commercially available enzyme preparations and crude culture filtrates was found in using, as substrate, a mixture of different glycosyl fluorides and 19F NMR spectroscopy as a screening technique. Accompanying studies regarding the hydrolytic stability of these fluorides in various buffer systems, as well as conditions of their long-term storage, were carried out. A simple procedure for the preparation of β-D-mannopyranosyl fluoride in gram quantities is given. Copyright (C) 2000 Elsevier Science Ltd.

Silver tetrafluoroborate as an effective catalyst for the anomerisation of glycosyl fluorides

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Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.

Chemical glucosylation of pyridoxine

The chemical synthesis of pyridoxine-5′-β-D-glucoside (5′-β-PNG) was investigated using various glucoside donors and promoters. Hereby, the combination of α4,3-O-isopropylidene pyridoxine, glucose vested with different leaving and protecting groups and the application of stoichiometric amounts of different promoters was examined with regards to the preparation of the twofold protected PNG. Best results were obtained with 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl fluoride and boron trifluoride etherate (2.0 eq.) as promoter at 0 °C (59%). The deprotection was accomplished stepwise with potassium/sodium hydroxide in acetonitrile/water followed by acid hydrolysis with formic acid resulting in the chemical synthesis of 5′-β-PNG.