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CAS 106192-41-0

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2,3,4-Tri-O-acetyl-6-O-tosyl-β-D-glucopyranosyl azide

Description:
2,3,4-Tri-O-acetyl-6-O-tosyl-β-D-glucopyranosyl azide is a complex organic compound primarily used in synthetic organic chemistry, particularly in glycosylation reactions and the synthesis of azide-containing compounds. This substance features a glucopyranosyl moiety, which is a six-membered cyclic form of glucose, modified with acetyl and tosyl protecting groups. The presence of the azide functional group (-N3) makes it a valuable intermediate for further chemical transformations, including click chemistry applications. The acetyl groups serve to protect hydroxyl functionalities, enhancing the compound's stability and reactivity during synthesis. The tosyl group, a sulfonate ester, provides a good leaving group for nucleophilic substitution reactions. This compound is typically handled under controlled conditions due to the potential reactivity of the azide group, which can be explosive under certain conditions. Overall, 2,3,4-Tri-O-acetyl-6-O-tosyl-β-D-glucopyranosyl azide is significant in the field of carbohydrate chemistry and medicinal chemistry for the development of glycosylated compounds.
Formula:C19H23N3O10S
Synonyms:
  • 2,3,4-Tri-O-acetyl-6-O-tosyl-β-D-glucopyranosyl azide
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