1,2,3,4-Tetra-O-acetyl-beta-D-glucuronic Acid Methyl Ester
1,2,3,4-Tetra-O-acetyl-beta-D-glucuronic Acid Methyl Ester is a fully acetylated glucuronic acid derivative with a methyl ester at the C6 position. The beta-anomer features acetyl groups at positions 1–4, conferring resistance to hydrolysis and stabilizing the glucuronic acid scaffold. This compound arises as a synthetic byproduct during acetylation of glucuronic acid precursors, reflecting regioselective acetylation patterns in carbohydrate chemistry. Its esterified carboxyl group and multiple acetyl moieties render it a non-reactive, crystalline impurity in parent glucuronide-based APIs. Functions as an HPLC reference standard for impurity profiling in glucuronide drug substance analysis.
On Request
Molecular Formula
C15H20O11
Molecular Weight
376.3100
CAS Number
7355-18-2
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PubChem CID
95087 ↗
Purity
N/A
Product Type
API Impurity
Lead Time
On Request
IUPAC Name
methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxane-2-carboxylate
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📝 Synonyms
Methyl 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranuronate
beta-D-Glucopyranuronic acid, methyl ester, tetraacetate
DTXSID501224723
RefChem:812456
.beta.-D-Glucopyranuronic acid, methyl ester, tetraacetate
DTXCID401655989
7355-18-2
(2S,3R,4S,5S,6S)-6-(methoxycarbonyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate
Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucuronate
MFCD00069834
🔬 Chemical Identifiers
CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1OC(=O)C)OC(=O)C)C(=O)OC)OC(=O)C
InChI=1S/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/t10-,11-,12-,13+,15+/m0/s1
DPOQCELSZBSZGX-XOBFJNJYSA-N
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