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CAS 3947-62-4

:

β-D-Glucopyranose, 2,3,4,6-tetraacetate

Description:
β-D-Glucopyranose, 2,3,4,6-tetraacetate, with the CAS number 3947-62-4, is a derivative of glucose where all four hydroxyl groups on the glucopyranose ring are acetylated. This modification enhances the lipophilicity of the molecule, making it more soluble in organic solvents compared to its parent compound, β-D-glucopyranose. The acetyl groups introduce steric hindrance, which can influence the reactivity and interaction of the molecule with enzymes and other biological systems. This compound is typically used in organic synthesis and carbohydrate chemistry, serving as a protective group for hydroxyl functionalities. Its structure consists of a six-membered pyranose ring, and the acetyl groups are attached at the 2, 3, 4, and 6 positions. The compound is generally stable under standard conditions but may undergo hydrolysis in the presence of strong acids or bases, reverting to the parent glucopyranose. Its properties, such as melting point and solubility, can vary based on the specific conditions and purity of the sample.
Formula:C14H20O10
InChI:InChI=1S/C14H20O10/c1-6(15)20-5-10-11(21-7(2)16)12(22-8(3)17)13(14(19)24-10)23-9(4)18/h10-14,19H,5H2,1-4H3/t10-,11-,12+,13-,14-/m1/s1
InChI key:InChIKey=IEOLRPPTIGNUNP-RKQHYHRCSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H](O)[C@@H]1OC(C)=O
Synonyms:
  • 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Glucopyranose
  • 2,3,4,6-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
  • 2,3,4,6-Tetraacetate D-Glucopyranose
  • 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranose
  • Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-(acetoxymethyl)-2-hydroxytetrahydropyran-3-yl ester
  • D-Glucopyranose, 2,3,4,6-tetraacetate
  • Glucopyranose, 2,3,4,6-tetraacetate
  • Glucopyranose, 2,3,4,6-tetraacetate, β-<span class="text-smallcaps">D</span>-
  • z061D-Glucopyranose, 2,3,4,6-tetraacetate-
  • β-<span class="text-smallcaps">D</span>-Glucopyranose, 2,3,4,6-tetraacetate
  • See more synonyms
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