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CAS 13992-26-2

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β-D-Galactopyranosyl azide, 2,3,4,6-tetraacetate

Description:
β-D-Galactopyranosyl azide, 2,3,4,6-tetraacetate is a chemical compound characterized by its azide functional group and a galactopyranosyl sugar moiety. The presence of the azide group (-N3) indicates potential for click chemistry applications, particularly in bioconjugation and labeling studies. The compound is fully acetylated at the hydroxyl groups, which enhances its stability and solubility in organic solvents. The tetraacetate form suggests that the compound is protected to prevent unwanted reactions at the hydroxyl positions, making it useful in synthetic organic chemistry. This compound is typically utilized in glycosylation reactions and can serve as a precursor for the synthesis of more complex glycosylated structures. Its molecular structure contributes to its reactivity and interaction with biological systems, making it of interest in the fields of medicinal chemistry and glycobiology. As with many azides, safety precautions should be observed due to their potential explosiveness under certain conditions.
Formula:C14H19N3O9
InChI:InChI=1S/C14H19N3O9/c1-6(18)22-5-10-11(23-7(2)19)12(24-8(3)20)13(25-9(4)21)14(26-10)16-17-15/h10-14H,5H2,1-4H3/t10-,11+,12+,13-,14-/m1/s1
InChI key:InChIKey=NHNYHKRWHCWHAJ-MBJXGIAVSA-N
SMILES:O(C(C)=O)[C@H]1[C@@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H](N=[N+]=[N-])[C@@H]1OC(C)=O
Synonyms:
  • 1-Azido-1-Deoxy-Β-D-Galactopyranoside Tetraacetate
  • 1-Azido-β-<span class="text-smallcaps">D</span>-galactopyranoside peracetate
  • 2,3,4,6- Tetra-O-Acetyl-Ss-D-Galactopyranosyl Azide
  • 2,3,4,6-Tetra-O-Acetyl-1-Deoxy-Beta-D-Galactopyranosyl Azide
  • 2,3,4,6-Tetra-O-Acetyl-Beta-D-Galactopyranosyl Azide
  • 2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosylazide
  • 2,3,4,6-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-galactopyranosyl azide
  • Galactopyranosyl azide, 2,3,4,6-tetraacetate, β-<span class="text-smallcaps">D</span>-
  • 1-Azido-β-D-galactopyranoside peracetate
  • Galactopyranosyl azide, 2,3,4,6-tetraacetate, β-D-
  • See more synonyms
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