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    121238-27-5

    Catalog No. EBD224834

    CAS 121238-27-5

    Name 2,3,4,6-tetra-O-acetyl-1-O-(2,2,2-trichloro-ethanimidoyl)-±-D-mannopyranose

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    Basic Information

    Synonyms: 2,3,4,6-tetra-O-acetyl-±-D-mannopyranosyl-trichloroacetimidate 2,3,4,6-Tetra-O-acetyl-a-D-mannopyranosyltrichloroacetimidate

    Molecular Formula: C16H20Cl3NO10

    Molecular Weight: 492.69

    MDL Number: MFCD04039685

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

    Product Description:
    This compound, with CAS number 121238-27-5, is a fully acetylated and trichloroacetimidate-protected derivative of a hexose sugar, specifically a derivative of D-glucose or a similar hexose. Its systematic name is (2R,3R,4S,5S,6R)-2-(Acetoxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate. The structure features acetyl groups protecting all hydroxyl groups and a trichloroacetimidate group at the anomeric position. The primary application of this chemical is as a crucial intermediate in carbohydrate and glycoside synthesis, particularly within pharmaceutical research. The trichloroacetimidate group is a powerful and widely used leaving group in glycosylation reactions, enabling the stereoselective formation of glycosidic bonds under mild conditions. This makes it a valuable building block for synthesizing complex oligosaccharides, glycoconjugates, and nucleoside analogues, which are important targets in drug discovery for antibiotics, antivirals, and anticancer agents. As a specialized glycosyl donor, it is a key reagent in the toolkit of synthetic and medicinal chemists focusing on glycobiology. Its use is confined to advanced laboratory synthesis and is not a bulk commodity or a final active pharmaceutical ingredient (API) itself. Handling requires standard precautions for organic laboratory chemicals.
    Physical Properties
    mg g kg ml l t