Date published: 2025-12-17

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Methyl 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranoside

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Molecular Weight:
362.33
Molecular Formula:
C15H22O10
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Methyl 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranoside is a chemically synthesized carbohydrate derivative extensively employed in the realm of carbohydrate chemistry for its role as a versatile intermediate in organic synthesis. The structure of this compound features the glucose molecule where all hydroxyl groups are protected by acetyl groups, which makes it an ideal substrate for nucleophilic substitution reactions and various other synthetic transformations. This acetylation enhances the molecule′s stability and reactivity, allowing for the controlled introduction of other functional groups at specific positions within the sugar molecule. In research applications, this compound is primarily used to investigate glycosylation reactions, where it acts as a glycosyl donor. Its ability to participate in the formation of glycosidic bonds under the influence of glycosyltransferases or chemical promotors is crucial for synthesizing complex oligosaccharides. Such studies are fundamental for understanding the synthesis and breakdown of biologically relevant carbohydrates and developing new methodologies for assembling carbohydrates with specific and selective linkages. The insights gained from these applications contribute significantly to our knowledge of carbohydrate biochemistry, aiding in the development of advanced materials and catalysts that could be used in various industrial applications, including but not restricted to biofuels, biodegradable materials, and fine chemicals.


Methyl 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranoside References

  1. Regioselective deacetylation of peracetylated monosaccharide derivatives by polyethylene glycol-modified lipase for the oligosaccharide synthesis  |  , et al. 1998. Biotechnology Letters. 20: 177–180.
  2. Synthesis of Acetylated Ranunculin Diastereoisomers and δ–Glucosyloxy–γ–Oxo Esters from α or β Glucosylmethylfurfural  |  Louis Cottier, et al. 2005. Journal of Carbohydrate Chemistry. 24: 55-71.
  3. Comparative antimicrobial activities of some monosaccharide and disaccharide acetates[J].  |  Matin M M, Bhuiyan M M H, Afrin A. 2013. J. Sci. Res,. 5(3): 515-525.
  4. Synthesis of Reverse Building blocks of Milk Oligosaccharides  |  Lata Gangwar, Shilpi Sahu and Desh Deepak*. 2018. Chemistry & Biology Interface,. 8, 3: 162-176.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranoside, 250 mg

sc-218751
250 mg
$300.00