Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    197895-54-8

    Catalog No. EBD3327467

    CAS 197895-54-8

    Name 2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester, Trichloroacetimidate

    Get Quote
    Basic Information

    Molecular Formula: C15H20Cl3NO11

    Molecular Weight: 496.68

    Categories: Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    This compound, (2S,3S,4S,5R,6S)-2-(methoxycarbonyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate, is a protected derivative of β-D-glucuronic acid methyl ester. It features a trichloroacetimidate group at the anomeric position, which is a highly reactive leaving group commonly used in glycosylation reactions. The hydroxyl groups at positions 3, 4, and 5 are protected as acetyl esters, and the carboxylic acid is protected as a methyl ester, making this molecule a versatile, fully protected glycosyl donor. Its primary application is in the field of carbohydrate chemistry and medicinal chemistry as a key synthetic intermediate. It is specifically designed for the stereoselective construction of β-glycosidic linkages, which are crucial in synthesizing complex oligosaccharides, glycoconjugates, and various biologically active molecules. This building block is particularly valuable for introducing glucuronic acid moieties, which are important components of glycosaminoglycans (like heparin), drug metabolites (glucuronidation), and other glycostructures. Due to its specialized role as a glycosyl donor, it is not a general-purpose reagent but a targeted synthetic tool. It is primarily used in research and development for the synthesis of potential drug candidates, probes for biological studies, and novel materials where specific carbohydrate structures are required. Proper handling is advised as it is a moisture-sensitive reagent typically used under anhydrous conditions.
    Physical Properties
    mg g kg ml l t