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CAS 168397-51-1

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2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-BETA-D-GLUCOPYRANOSYL AZIDE

Description:
2-Acetamido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranosyl azide is a complex organic compound characterized by its azide functional group, which is known for its reactivity and utility in various chemical transformations, particularly in click chemistry. This compound features a glucopyranosyl moiety, indicating that it is a derivative of glucose, modified with an acetamido group and a benzylidene protecting group. The presence of the azide group suggests potential applications in bioconjugation and the synthesis of glycosylated compounds. Its structural features contribute to its solubility and stability in organic solvents, making it suitable for various synthetic applications. The compound's unique combination of functional groups allows for selective reactions, which can be exploited in medicinal chemistry and carbohydrate chemistry. As with many azides, it should be handled with care due to potential hazards associated with azide compounds, including sensitivity to heat and shock. Overall, this compound represents a valuable intermediate in the synthesis of more complex glycosylated molecules.
Formula:C15H18N4O5
InChI:InChI=1/C15H18N4O5/c1-8(20)17-11-12(21)13-10(23-14(11)18-19-16)7-22-15(24-13)9-5-3-2-4-6-9/h2-6,10-15,21H,7H2,1H3,(H,17,20)/t10-,11-,12-,13-,14-,15-/m1/s1
InChI key:PEVZMZIOLKXJNJ-BXLXJSPXSA-N
SMILES:CC(=N[C@@H]1[C@H]([C@H]2[C@@H](CO[C@@H](c3ccccc3)O2)O[C@H]1N=[N+]=[NH-])O)O
Synonyms:
  • N-[(2R,4aR,6R,7R,8R,8aS)-6-Azido-8-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide (non-preferred name)
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