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CAS 7355-18-2

:

methyl 1,2,3,4-tetra-O-acetyl-B-D-*glucuronate

Description:
Methyl 1,2,3,4-tetra-O-acetyl-β-D-glucuronate is a derivative of glucuronic acid, characterized by the presence of four acetyl groups attached to the hydroxyl groups of the glucuronate moiety. This compound is typically a white to off-white crystalline solid, soluble in organic solvents such as methanol and dichloromethane, but less soluble in water due to its acetylation. The acetyl groups enhance the lipophilicity of the molecule, making it useful in various chemical reactions and applications, particularly in organic synthesis and biochemistry. The presence of the methyl group indicates that it is a methyl ester, which can influence its reactivity and stability. This compound is often utilized in the synthesis of glycosides and other carbohydrate derivatives, serving as an important intermediate in the preparation of more complex molecules. Its structure allows for potential applications in pharmaceuticals and bioconjugation, where modifications to carbohydrate structures are essential for enhancing biological activity or solubility.
Formula:C15H20O11
InChI:InChI=1/C15H20O11/c1-6(16)22-10-11(23-7(2)17)13(24-8(3)18)15(25-9(4)19)26-12(10)14(20)21-5/h10-13,15H,1-5H3
InChI key:InChIKey=DPOQCELSZBSZGX-XOBFJNJYSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](C(OC)=O)O[C@@H](OC(C)=O)[C@@H]1OC(C)=O
Synonyms:
  • (2S,3S,4S,5R,6S)-methyl 3,4,5,6-tetraacetoxy-tetrahydro-2H-pyran-2-carboxylate
  • 1,2,3,4-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranuronic acid methyl ester
  • Glucopyranuronic acid, methyl ester, tetraacetate, β-<span class="text-smallcaps">D</span>-
  • Methyl 1,2,3,4-Tetra-O-Acetyl-Beta-D-Glucuronate
  • Methyl 1,2,3,4-tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranuronate
  • Methyl O-tetraacetyl-beta-D-glucopyranuronate
  • Methyl tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranuronate
  • NSC 16925
  • NSC 82042
  • beta-D-Glucopyranuronic acid, methyl ester, tetraacetate
  • See more synonyms
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