2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide, CAS No. 572-09-8

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572-09-8

Catalog No. EBD2199802

CAS 572-09-8

Name 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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Basic Information

Synonyms: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosylbromide 2,3,4,6-Tetraacetyl-a-D-glucopyranosylBromide 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosylbromid 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosylbromide Acetobromoglucose Acetobromo-alpha-D-glucose acetobromglucose acetobromo-d-glucose acetobromo-a-d-glucose alpha-acetobromo-d-glucose 2,3,4,6-tetra-o-acetylglucosylromide -d-glucopyranosylbromide,tetraacetate tetra-o-acetyl-a-d-glucopyranosylbromide alpha-d-glucopyranosylbromide,tetraacetate 2,3,4,6-tetra-o-acetyl-alpha-d-glucopyranosyl tetra-o-acetyl-alpha-d-glucopyranosylbromide bromo2,3,4,6-tetra-o-acetyl-a-d-glucopyranose

Molecular Formula: C14H19BrO9

Molecular Weight: 411.2

MDL Number: MFCD00063254

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

Acetobromo-α-D-glucose is a key carbohydrate derivative where the hydroxyl groups of glucose are protected as acetate esters, and the anomeric carbon is activated as a bromide. This compound is a crystalline solid and serves as a crucial glycosyl donor in organic synthesis. Its primary and most significant application is in the stereoselective synthesis of glycosidic bonds, particularly in the preparation of complex oligosaccharides, glycoconjugates, and various glycosides. This makes it an indispensable reagent in carbohydrate chemistry research for studying biological recognition processes and developing glycobiology tools. It is also a vital intermediate in the synthesis of numerous pharmaceuticals and bioactive natural products that contain sugar moieties. Due to its role as a specialized, activated sugar building block, it is categorized under biochemical reagents for life science research. Simultaneously, its fundamental utility in constructing molecular scaffolds qualifies it as a specialized organic synthesis building block.

Physical Properties

Melting Point: 86-89 °C

Boiling Point: 412 °C at 760 mmHg

Flash Point: 203 °C

Density: 1.49 g/cm3

Solubility: decomposes

Storage: −20°C

Analytical Data

Appearance: white fluffy solid