447-25-6

Basic information

• Product Name: 6-DEOXY-6-FLUORO-D-GALACTOSE
• Synonyms: 6-DEOXY-6-FLUORO-D-GALACTOSE;6-deoxy-6-fluoro-glucos;6-DEOXY-6-FLUORO-D-GALATOSE;(3R,4S,5S,6S)-6-(fluoromethyl)oxane-2,3,4,5-tetrol;(3R,4S,5S,6S)-6-(fluoromethyl)tetrahydropyran-2,3,4,5-tetrol;6-Deoxy-6-fluoro-glucopyranose;Glucose 6-Fluorohydrin
• CAS NO: 447-25-6
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.15
• Product Categories: 13C & 2H Sugars;aldehydes;Carbohydrates & Derivatives
• Mol File: 447-25-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 161-162
• Boiling Point: 354.6°Cat760mmHg
• Flash Point: 164.2°C
• Appearance: /
• Density: 1.2279 (estimate)
• Vapor Pressure: 2.25E-10mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: -20°C Freezer
• Solubility: Methanol (Slightly, Sonicated), Water (Slightly)
• CAS DataBase Reference: 6-DEOXY-6-FLUORO-D-GALACTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-DEOXY-6-FLUORO-D-GALACTOSE(447-25-6)
• EPA Substance Registry System: 6-DEOXY-6-FLUORO-D-GALACTOSE(447-25-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 447-25-6(Hazardous Substances Data)

Usage

Description

6-Deoxy-6-fluoro-D-galactose, with the CAS number 447-25-6, is a white crystalline solid that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure, featuring the absence of a hydroxyl group at the sixth carbon and the presence of a fluorine atom, renders it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Pharmaceutical Industry:
6-Deoxy-6-fluoro-D-galactose is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of novel drugs with potential applications in treating a wide range of diseases and medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 6-Deoxy-6-fluoro-D-galactose is used as a starting material for the creation of complex organic molecules. Its distinct chemical properties enable chemists to design and synthesize new compounds with specific functionalities and applications.
Used in Research and Development:
6-Deoxy-6-fluoro-D-galactose is also utilized in research and development, particularly in the study of carbohydrate chemistry and the exploration of novel synthetic pathways. Its unique structure provides researchers with a valuable tool for understanding the reactivity and properties of fluorinated carbohydrates.
Used in Material Science:
In the field of material science, 6-Deoxy-6-fluoro-D-galactose can be employed as a component in the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.
Used in Chemical Industry:
6-Deoxy-6-fluoro-D-galactose is used as a building block in the chemical industry for the production of various specialty chemicals. Its unique structure allows for the creation of compounds with specific applications, such as additives, catalysts, or intermediates in the synthesis of other chemicals.

InChI:InChI=1/C6H11FO5/c7-1-3(9)5(11)6(12)4(10)2-8/h2-6,9-12H,1H2/t3-,4-,5-,6+/m1/s1

Upstream product

• 10257-28-0 D-Galactose 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 357611-28-0 2,3,4,5,6-penta-O-trimethylsilyl-D-galactose diethyl dithioacetal 
• 357611-31-5 2,3,4,5-tetra-O-trimethylsilyl-D-galacto-hexodialdose-1 diethyl dithioacetal 
• 357611-44-0 1,2:3,4-di-O-isopropylidene-6-O-(trifluoromethanesulfonyl)-α-L-galactopyranose 
• 357611-36-0 1,2:3,4-di-O-isopropylidene-L-galacto-hexodialdo-1,5-pyranose-6 diethyl dithioacetal 
• 5463-33-2 D-galactose-diethyl-dithioacetal 
• 70932-48-8 (3aS,5R,5aS,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carbaldehyde 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-L-galactopyranose 
• 70981-54-3 6-deoxy-6-fluoro-1,2:3,4-di-O-isopropylidene-α-L-galactopyranose 
• 3396-99-4 methyl α-D-galactopyranoside 
• 4536-13-4 methyl 6-deoxy-6-fluoro-α-D-galactopyranoside 
• 2021-97-8 6-deoxy-6-fluoro-1,2:3,4-di-O-isopropylidene-α-D-galctopyranose 

Downstream Products

• 303069-73-0 1,2,3,4-tetra-O-benzoyl-6-deoxy-6-fluoro-L-galactopyranoside 
• 674782-58-2 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-α-L-galactopyranose 
• 674782-58-2 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-β-L-galactopyranose 
• 118396-37-5 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranose 
• 155488-15-6 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-D-galactopyranose 
• 303069-75-2 dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside 

Relevant articles and documents

Fluorinated Carbohydrates as Lectin Ligands: Simultaneous Screening of a Monosaccharide Library and Chemical Mapping by 19F NMR Spectroscopy

Molecular recognition of carbohydrates is a key step in essential biological processes. Carbohydrate receptors can distinguish monosaccharides even if they only differ in a single aspect of the orientation of the hydroxyl groups or harbor subtle chemical

Fluorinated glycosyl amino acids for mucin-like glycopeptide antigen analogues

The aberrant glycosylation profiles of mucin glycoproteins on epithelial tumour cells represent attractive target structures for the development of immunotherapy against cancer. Mucin-type glycopeptides have been successfully investigated as molecularly defined vaccine prototypes for triggering humoral immunity but are susceptible to rapid in vivo degradation. As a potential means to enhance the bioavailabilities of the antigenic structures, hydrolysis-resistant carbohydrate analogues with fluorine substituents at positions C6, C2′ and C6′ were synthesised and incorporated into the tandem repeat sequence of the mucin MUC1. The resulting pseudo-glycopeptides can be used to elucidate the effects of chemically modified antibody determinants on metabolic and immunological properties.

Chemo-enzymatic synthesis of fluorinated sugar nucleotide: Useful mechanistic Probes for glycosyltransferases

An effective procedure for the synthesis of 2-deoxy-2-fluoro-sugar nucleotides via Selectfluor-mediated electrophilic fluorination of glycals with concurrent nucleophilic addition or chemo-enzymatic transformation has been developed, and the fluorinated sugar nucleotides have been used as probes for glycosyltransferases, including fucosyltransferase III, V, VI, and VII, and sialyl transferases. In general, these fluorinated sugar nucleotides act as competitive inhibitors versus sugar nucleotide substrates and form a tight complex with the glycosyltransferase. Copyright (C) 2000 Elsevier Science Ltd.