7468-48-6

Usage

Hexopyranose derivative

1,2,3,4-tetra-O-acetyl-6-deoxy-6-iodohexopyranose belongs to a class of compounds called hexopyranose derivatives, which are based on a six-membered ring structure.

Six-membered ring structure

The compound has a six-membered ring structure, which is typical of hexopyranose derivatives.

Four acetyl groups

The compound has four acetyl groups attached to the ring, which are used to protect the hydroxyl groups during chemical reactions.

One iodine atom

The compound has one iodine atom attached to the ring, which can be used for further functionalization of the molecule.

Building block for complex organic compounds

The presence of the acetyl and iodine functional groups makes 1,2,3,4-tetra-O-acetyl-6-deoxy-6-iodohexopyranose a useful building block for the synthesis of more complex organic compounds.

Valuable in research

The unique structure and reactivity of 1,2,3,4-tetra-O-acetyl-6-deoxy-6-iodohexopyranose make it valuable in pharmaceutical, chemical, and biochemical research.

Synthetic intermediate

The compound can be used as a synthetic intermediate in the preparation of other organic molecules.

Upstream product

• 6619-10-9 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-β-D-glucopyranose 
• 28154-38-3 O¹,O²,O³,O⁴-tetraacetyl-O⁶-methanesulfonyl-β-D-glucopyranose 
• 10225-48-6 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxy-β-D-glucopyranose 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 

Downstream Products

• 111325-55-4 6-iodo-6-deoxy-D-glucose-dibenzyldithioacetal 
• 50692-56-3 6-Desoxy-6-iod-2,3,4-tri-O-acetyl-α-D-glucopyranosylbromid 
• 51642-43-4 1,2,3,4-Tetra-O-acetyl-6-azido-6-desoxy-α-D-glucopyranose 
• 124103-92-0 tetra-O-acetyl-6-iodo-aldehydo-6-deoxy-D-glucose-dibenzyldithioacetal 

Relevant academic research and scientific papers

COMPOSITIONS AND METHODS FOR THE TREATMENT OF BACTERIAL INFECTIONS

Compositions and methods for the treatment of bacterial infections include compounds containing dimers of cyclic heptapeptides conjugated to one or more monosaccharide or oligosaccharide moieties. In particular, compounds can be used in the treatment of bacterial infections caused by Gram-negative bacteria.

Radical reductions of alkyl halides bearing electron withdrawing groups with N-heterocyclic carbene boranes

1,3-Dimethylimidazol-2-ylidene borane and 2,4-dimethyl-1,2,4-triazol-3- ylidene borane are found to be useful reagents for the reduction of alkyl iodides and bromides bearing nearby electron withdrawing substituents. Signatures of radical chain reactions are seen in many cases, but ionic reductions may also be occurring with some substrates. The reagents are attractive because of their low molecular weight, their availability from inexpensive precursors, and their stability. Separation of the borane products from the target products is readily accomplished either with or without prior regeneration of the borane for later reuse. 2,4-Dimethyl-1,2,4-triazol-3-ylidene borane is versatile because both starting borane and its derived products can be removed by extraction with water.

Cyclic peptide antifungal agents

The present invention relates to compounds of formula where R5 is a sugar moiety. The compounds are useful in inhibiting fungal and parasitic activity and infections.

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.