Description

Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranuronate (CAS No. 7355-18-2) is a high-purity acetylated derivative of methyl glucopyranuronate, widely utilized in carbohydrate chemistry and glycosylation research. With the molecular formula C₁₅H₂₀O₁₁, this compound serves as a critical intermediate in the synthesis of complex oligosaccharides, glycoconjugates, and other bioactive molecules. Its tetraacetylated structure enhances stability and reactivity, making it ideal for controlled glycosylation reactions. This product is rigorously tested for purity and consistency, ensuring optimal performance in synthetic applications. Suitable for researchers in medicinal chemistry, glycobiology, and pharmaceutical development, it is supplied in sealed packaging under inert conditions to maintain integrity.

Properties

• CAS Number: 7355-18-2
• Complexity: 584
• IUPAC Name: methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetoxytetrahydropyran-2-carboxylate
• InChI: 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
• InChI Key: DPOQCELSZBSZGX-XOBFJNJYSA-N
• Exact Mass: 376.10056145
• Molecular Formula: C15H20O11
• Molecular Weight: 376.31
• SMILES: 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
• Topological: 141
• Monoisotopic Mass: 376.10056145
• Synonyms: DTXSID501224723, beta-D-Glucopyranuronic acid, methyl ester, tetraacetate, Methyl 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranuronate, .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, Methyl 1234-tetra-O-acetyl-beta-D-glucuronate, MFCD00069834, methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxane-2-carboxylate, Methyl 1,2,3,4-tetra-O-acetyl-|A-D-glucuronate, Methyl tetra-O-acetyl-|A-D-glucopyranuronate, methyl (2R,3R,4R,5S,6R)-3,4,5,6-tetrakis(acetyloxy)oxane-2-carboxylate, Methyl O-tetraacetyl-beta-D-glucopyranuronate, C15H20O11, 1,2,3,4-Tetra-O-acetyl-b-D-glucuronic Acid Methyl Ester, EINECS 230-880-3, NSC 16925, NSC 82042, SCHEMBL185606, 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranuronic Acid Methyl Ester, CHEMBL490224, AKOS015999785, AKOS016015698, methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetoxytetrahydropyran-2-carboxylate, CCG-249840, CS-W008523, HY-W008523, MT06631, METHYL (2S,3S,4S,5R,6S)-3,4,5,6-TETRAKIS(ACETYLOXY)OXANE-2-CARBOXYLATE, DS-17901, methyl 1,2,3,4-tetra-o-acetyl-d-glucuronate, 1,2,3,4-Tetra-o-acetyl-ss-D-glucopyranuronate, EN300-6477762, Methyl 1,2,3,4-tetra-O-acetyl-ss-D-glucuronate, Methyl 1,2,3,4-tetra-O-acetyl- beta -D-glucuronate, 1,2,3,4-Tetra-O-acetyl-?-D-glucuronide methyl ester, 1,2,3,4-Tetra-O-acetyl-?-D-glucuronic Acid Methyl Ester, Methyl 1,2,3,4-tetra-O-acetyl-I(2)-D-glucopyranuronate, Methyl 1,2,3,4-tetra-O-acetyl-?-D-glucopyranuronate;Methyl(1,2,3,4-tetra-O-acetyl-?-D-glucopyranoside)uronate

Application

Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranuronate is primarily used as a protected glycosyl donor in the synthesis of uronic acid-containing oligosaccharides and glycoconjugates. It facilitates the study of carbohydrate-protein interactions and the development of glycotherapeutic agents. Researchers employ this compound in glycosylation reactions to investigate enzymatic pathways or design novel biomaterials. Its stability under acidic and basic conditions makes it valuable for controlled release and prodrug formulations.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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