33557-25-4

Usage

Uses

Used in Organic Synthesis:
1,2,O-Isopropylidene-6-O-methylsulfonyl-a-D-glucofuranose is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the formation of a wide range of derivatives, making it a valuable building block in the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,2,O-Isopropylidene-6-O-methylsulfonyl-a-D-glucofuranose is used as a starting material for the synthesis of complex carbohydrate-based drugs. Its ability to form various derivatives makes it a versatile compound for the development of new therapeutic agents targeting a range of diseases.
Used in Chemical Research:
1,2,O-Isopropylidene-6-O-methylsulfonyl-a-D-glucofuranose is also used in chemical research to study the properties and reactivity of carbohydrates. Its unique structure provides insights into the behavior of similar compounds and can help researchers develop new synthetic strategies and methodologies.
Used in Material Science:
In the field of material science, 1,2,O-Isopropylidene-6-O-methylsulfonyl-a-D-glucofuranose can be used to develop novel carbohydrate-based materials with specific properties. These materials could have potential applications in areas such as drug delivery, sensors, and biocompatible materials.

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2280-44-6 D-Glucose 
• 50-99-7 D-glucose 

Downstream Products

• 218914-85-3 3,5-O-benzylidene-6-deoxy-1,2-O-isopropylidene-6-methylsulfonyloxy-α-D-glucofuranose 
• 1616251-24-1 6-deoxy-6-[(R_S,1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfinyl]-1,2-O-isopropylidene-α-D-glucofuranose 
• 1616251-25-2 6-deoxy-6-[(S_S,1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfinyl]-1,2-O-isopropylidene-α-D-glucofuranose 
• 1616251-21-8 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-1,2-O-isopropylidene-α-D-glucofuranose 
• 24384-87-0 6-amino-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 
• 65371-16-6 3,5-di-O-acetyl-6-deoxy-1,2-O-isopropylidene-6-azido-α-D-glucofuranose 

Relevant academic research and scientific papers

Synthesis and oxidation of thioglicosides underlain by neomenthanethiol, D-glucose, and D-fructose

Synthesis of sulfides proceeding from neomenthanethiol, 1,2-O-isopropylidene-α-D-glucofuranose and 2,3:4,5-di-O-isopropylidene- β-D-fructopyranose was performed to get 65 and 54% yield respectively. Oxidation of the sulfides afforded diastereomeric sulfoxides in the yields from 40 to 53%, and diastereomeric excess (de) up to 36%. After removing the isopropylidene protection from 1-deoxy-1-[(1S,2S,5R)-2-isopropyl-5- methylcyclohexylsulfanyl]-2,3:4,5-di-O-isopropylidene-β-D-fructopyranose a water-soluble sulfide was obtained.

Synthesis of [18F]-6-deoxy-6-fluoro-D-glucose ([ 18F]6FDG), a potential tracer of glucose transport

With the goal of developing a PET radioligand for the in vivo assessment of glucose transport, 6-deoxy-6-[18F]fluoro-D-glucose ([ 18F]6FDG) was prepared in two steps from 18F-. Starting with D-glucose, the tosyl- and mesyl-derivatives of 3,5-O-benzylidene-1,2-O-isopropylidene-α-D-glucofuranose were prepared by known methods. Reaction of either of these precursors with 18F - resulted in the formation of 3,5-O-benzylidene-6-deoxy-O-[ 18F]-fluoro-1,2-O-isopropylidene-α-D-glucofuranose in high yield. Subsequent hydrolysis resulted in the production of [18F]6FDG. Under optimal conditions, [18F]6FDG is produced 60-70 min after end of bombardment (EOB) in 71 ± 12% yield (decay corrected, based upon fluoride) with a radiochemical purity of ≥96%. Preliminary experiments have indicated that [18F]6FDG may be a more representative in vivo tracer for the glucose transporter than 2FDG. Copyright