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CAS 13964-23-3

:

3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE

Description:
3-Azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose is a carbohydrate derivative characterized by the presence of an azido group (-N3) at the 3-position of the glucose molecule, which is significant for various synthetic applications, particularly in bioconjugation and click chemistry. The compound features two isopropylidene protecting groups that shield the hydroxyl groups at the 1, 2, 5, and 6 positions, enhancing its stability and solubility in organic solvents. This structure allows for selective reactions at the azido group while maintaining the integrity of the sugar framework. The azido functionality is known for its reactivity, particularly in the presence of alkyne groups, facilitating the formation of triazoles through copper-catalyzed azide-alkyne cycloaddition (CuAAC). The compound is typically used in organic synthesis and medicinal chemistry, where modifications of sugar moieties can lead to the development of glycosylated compounds with potential biological activity. Its unique properties make it a valuable intermediate in the synthesis of glycosylated drugs and other bioactive molecules.
Formula:C12H19N3O5
Synonyms:
  • 3-Azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
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