56926-53-5

Basic information

• Product Name: METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE
• Synonyms: METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE;Methyl4-Deoxy-4-fluoro-a-D-glucose;Methyl 4-Deoxy-4-fluoro-α-D-glucose
• CAS NO: 56926-53-5
• Molecular Formula: C7H13FO5
• Molecular Weight: 196.17
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 56926-53-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 125-127°C
• Boiling Point: 352.717°C at 760 mmHg
• Flash Point: 163.456°C
• Appearance: /
• Density: 1.406g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.492
• Storage Temp.: Refrigerator
• Solubility: Methanol (Very Slightly), Water (Slightly, Sonicated)
• CAS DataBase Reference: METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE(56926-53-5)
• EPA Substance Registry System: METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE(56926-53-5)

Safety Data

• Hazardous Substances Data: 56926-53-5(Hazardous Substances Data)

Usage

Description

METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE, with the CAS number 56926-53-5, is a white crystalline solid that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure and properties make it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE is used as a synthetic building block for the development of complex organic molecules. Its unique structure allows for the creation of a wide range of compounds with diverse applications in various industries.
Used in Pharmaceutical Industry:
METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique properties enable the development of new drugs with improved efficacy and reduced side effects.
Used in Chemical Research:
METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE is used as a research tool in the field of chemistry. Its distinctive chemical properties make it an ideal candidate for studying various reaction mechanisms and exploring new synthetic pathways.
Used in Material Science:
METHYL 4-DEOXY-4-FLUORO-ALPHA-D-GLUCOSIDE is used as a component in the development of novel materials with specific properties. Its incorporation into polymers and other materials can lead to enhanced performance characteristics, such as improved strength, durability, or biocompatibility.

InChI:InChI=1/C7H13FO5/c1-12-7-6(11)5(10)4(8)3(2-9)13-7/h3-7,9-11H,2H2,1H3/t3?,4-,5?,6?,7+/m1/s1

Upstream product

• 3601-36-3 methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside 
• 51996-36-2 methyl 2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside 
• 84065-98-5 Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside 

Downstream Products

• 30694-44-1 (3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol 
• 27108-07-2 (2S,3R,4R,5R,6R)-6-(acetoxymethyl)-5-fluorotetrahydro-2H-pyran-2,3,4-triyl triacetate 
• 27108-04-9 4-deoxy-4-fluoro-β-D-glucopyranose 
• 62182-11-0 3-fluoro-3-deoxy-α-D-glucose 

Relevant articles and documents

TRACERS FOR MONITORING THE ACTIVITY OF SODIUM/GLUCOSE COTRANSPORTERS IN HEALTH AND DISEASE

Radiolabeled tracers for sodium/glucose cotransporters (SGLTs), their synthesis, and their use are provided. The tracers are methyl or ethyl pyranosides having an equatorial hydroxyl group at carbon-2 and a C1 preferred conformation, radio-labeled with 18F, 123I, or 124I, or free hexoses radiolabeled with 18F, 123I, or 124I. Also provided are in vivo and in vitro techniques for using these and other tracers as analytical and diagnostic tools to study glucose transport, in health and disease, and to evaluate therapeutic interventions.

Synthesis and n.m.r. spectra of methyl 2-deoxy-2-fluoro- and 3-deoxy-3-fluoro-alpha- and beta-D-glucopyranosides.

Methyl 3-deoxy-3-fluoro-alpha- and beta-D-glucopyranosides and alpha- and beta-D-glucofuranosides were prepared by methanolysis of 3-deoxy-3-fluoro-1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose. Crystalline 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-alpha-D-

Fluorinated Carbohydrates. 2. Selective Fluorination of Gluco- and Mannopyranosides. Use of 2-D NMR for Structural Assignments

Methyl and phenyl α-glucosides, or suitably protected derivatives, may be selectively fluorinated with (diethylamino)sulfur trifluoride (DAST) at the 4- or 6-position to afford the corresponding fluorinated galacto- or glucopyranoside.In contrast to the α-glucosides, the β-glucosides underwent ring fluorination at C-3 to give the 3-deoxy-3-fluoro-β-allo derivatives.High yields of primary fluorinated (C-6) products were obtained from both α- and β glucosides by use of appropriate reaction times.Use of 6-O-trityl derivatives of methyl α- and β-glucosides gave methyl 4-deoxy-4-fluoro-α-galactopyranoside (22) and methyl 3-deoxy-3-fluoro-β-allopyranoside (19), respectively.Use of 2-D NMR (COSY) for structural assignements is also described.Fluorinated p-nitrophenyl α- and β-gluco- and -galactopyranosides (such as 15) have also been prepared by the above DAST reactions. 6-O-Pivaloate esters of methyl α-gluco-and α- and β-galactopyranoside have been prepared as an acid and DAST-stable 6-O protecting group.Proof of an intramolecular fluoride-ion delivery mechanism for the SN2 displacement reaction at C-4 in methyl α-D-mannopyranoside is described.Methyl 4-amino-4,6-dideoxy-6-fluoro-α-D-glucopyranoside, methyl 6-amino-3,6-dideoxy-3-fluoro-β-D-allopyranoside, and methyl 6-amino-4,6-dideoxy-4-fluoro-α-D-talopyranoside were also prepared via the above methodology.