10225-48-6

Usage

Molecular structure

A complex structure consisting of a six-membered ring of carbon atoms.

Derivation

Derived from a hexose sugar.

Substitution

Substituted with four acetyl groups and a bromine atom.

Usage

Commonly used in organic synthesis.

Building block

Serves as a building block for the production of other organic compounds.

Functional groups

Unique combination of functional groups.

Bromine atom

Presence of a bromine atom contributes to its value.

Applications

Potential applications in pharmaceuticals, carbohydrate chemistry, and glycoconjugate synthesis.

Interest

Of interest to researchers in the medical and pharmaceutical industries.

Upstream product

• 563-63-3 silver(I) acetate 
• 108751-30-0 tri-O-acetyl-6-bromo-6-deoxy-α-D-glucopyranosyl chloride 
• 64-19-7 acetic acid 
• 29581-38-2 2,3,4-tri-O-acetyl-6-bromo-6-deoxy-α-D-glucopyranosyl bromide 
• 108-24-7 acetic anhydride 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 
• 40486-92-8 6-bromo-D-6-deoxy-glucose 
• 18981-83-4 6-bromo-6-deoxy-D-glucopyranose 
• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 

Downstream Products

• 7468-48-6 6-deoxy-6-iodotetra-O-acetyl-β-D-glucopyranose 
• 50692-56-3 6-Desoxy-6-iod-2,3,4-tri-O-acetyl-α-D-glucopyranosylbromid 
• 24871-54-3 acetoxy α-D-2,3,4-triacetoxy-6-deoxy-6-iodoglucopyranoside 

Relevant academic research and scientific papers

Conversion of alcohols to bromides using a fluorous phosphine

Reaction of alcohols with the fluorous phosphine-carbon tetrabromide complex in toluene or in a two-phase toluene-FC-72 system afforded the corresponding bromides in good yields. The fluorous-phosphine oxide is readily separated by liquid-liquid extraction, providing an alternative to the homogeneous triphenylphosphine-carbon tetrachloride conversion, as well as to the polymer-supported phosphine method. The fluorous phosphine oxide could be reduced and the product reused.

Synthesis of Deoxyhalogenosugars. Reaction of Halide Ions with 1,2,3,4-Tetra-O-acetyl-6-O--β-D-glucopyranose

The reaction of bromide, chloride, and iodide ions with 1,2,3,4-tetra-O-acetyl-6-O--β-D-glucopyranose under the proper conditions gives excellent yields of the corresponding deoxyhalogeno sugars.Deoxyiodo sugars form readily under all conditions studied.Difficulties with displacements by bromide and chloride are encountered but can be overcome by appropriate modification of reaction conditions.Displacement with fluoride ion is difficult and produces only a low yield of the expected fluorinated carbohydrate.

A novel protocol for the regioselective bromination of primary alcohols in unprotected carbohydrates or glycosides

The regioselective and efficient bromination of primary hydroxyl groups in unprotected carbohydrates or glycosides is successfully achieved by using (chloro-phenylthio-methylene)dimethylammoniumchloride (CPMA) in the presence of tetrabutylammonium bromide

Synthesis and Properties of Glucose and Galactose Phosphonate Derivatives

Phosphonate analogs of glucose-6-phosphate and galactose-6-phosphate, namely, 6-deoxy-6-phosphono-α,β-D-glucopyranose and 6-deoxy-6-phosphono-α,β-D-galactopyranose, were synthesized.They were shown to be weak inhibitors of 1L-myo-inositol-1-phosphatase. Key words: 6-deoxy-6-phosphono-α,β-D-glucopyranose, 6-deoxy-6-phosphono-α,β-D-galactopyranose, 1L-myoinositol-1-phosphatase, inhibitors