34168-77-9

Basic information

• Product Name: 6-FLUORO-6-DEOXY-D-GLUCOPYRANOSE
• Synonyms: 6-FLUORO-6-DEOXY-D-GLUCOPYRANOSE;6-FLUORO-6-DEOXY-D-GLUCOSE;6-FLUORO-6-DEOXY-GLUCOSE;6-DEOXY-6-FLUORO-D-GLUCOPYRANOSE;6-DEOXY-6-FLUORO-D-GLUCOSE;6-Deoxy-6-fluoro-D-glucopyranose 97%;6-Deoxy-6-fluoro-D-glucopyranose97%;Zinc03956756
• CAS NO: 34168-77-9
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.15
• Product Categories: Miscellaneous Biochemicals;13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 34168-77-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 133-138
• Boiling Point: 354.6 °C at 760 mmHg
• Flash Point: 164.2 °C
• Appearance: colourless solid
• Density: 1.626 g/cm³
• Vapor Pressure: 1.9E-06mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: 6-FLUORO-6-DEOXY-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-6-DEOXY-D-GLUCOPYRANOSE(34168-77-9)
• EPA Substance Registry System: 6-FLUORO-6-DEOXY-D-GLUCOPYRANOSE(34168-77-9)

Safety Data

• Statements: 20/21/22
• Safety Statements: 22-36/37/39-45
• RIDADR: 2811
• Hazardous Substances Data: 34168-77-9(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Solid

InChI:InChI=1/C6H11FO5/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-6,8-11H,1H2/t2-,3-,4+,5-,6-/m1/s1

Upstream product

• 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 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 10257-28-0 D-Galactose 
• 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 
• 67693-23-6 6-deoxy-6-fluoro-α,α-D-trehalose 
• 952585-00-1 uridine-5'-diphosphoglucose 
• 109923-27-5 6-deoxy-6-fluoro-α-D-glucopyranosyl  
• 488-69-7 fructose-1,6-bisphosphate 

Downstream Products

• 303069-73-0 1,2,3,4-tetra-O-benzoyl-6-deoxy-6-fluoro-L-galactopyranoside 
• 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 
• 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 

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

Synthesis method and application of sialylated TF antigen and its fluorination derivatives

The invention discloses a synthesis method and an application of a sialylated TF antigen and its fluorination derivatives. The method includes the following steps: (1) chemically synthesizing fluorogalactose and fluorogalactosamine analogues; (2) chemically synthesizing a fluorinated TF antigen; and (3) synthesizing the sialylated TF antigen and its fluorination derivatives through an enzyme technology. The flexibility of a chemical synthesis technology is combined with the high regioselectivity and the high efficiency of the enzyme synthesis technology, so the enzymatic synthesis of the fluorosialylated TF antigen is achieved for the first time, and the disadvantages of many synthesis steps, poor stereoselectivity, low yield and use of a heavy metal salt in existing chemical synthesis ofthe fluorosialylated TF antigen are overcome. A fluorotumor-associated carbohydrate antigen has a higher stability than natural carbohydrate antigen, so the sialylated TF antigen and its fluorinationderivatives have a broad application prospect in the development of novel antitumor vaccines.

Synthesis of (6-2H)- and 6-deoxy-6-fluoro-L-galactose derivatives

The selective oxidation of trimethylsilylated D-galactose diethyl dithioacetal using Collins reagent provided the corresponding D-galacto-hexodialdo dithioacetal. Successive acid hydrolysis, isopropylidenation, and cleavage of the dithioacetal group gave the 1,2;3,4-di-O-isopropylidene-L-galacto-hexodialdo-1,5-pyranose as a key intermediate for the synthesis of 6-fluoro- and 6-deutero-substituted L-fucose derivatives.