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    20513-98-8

    Catalog No. EBD2197555

    CAS 20513-98-8

    Name 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone

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    Basic Information

    Synonyms: D-Glucorono-6,3-lactoneacetonide D-Glucurono-6,3-lactoneacetonide 6-hydroxy-2,2-dimethyltetrahydrofuro[2',3':4,5]furo[2,3-d][1,3]dioxol-5(3bH)-one(non-preferredname) 1,2-O-isopropylidene-β-L-iduronolactone 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone

    Molecular Formula: C9H12O6

    Molecular Weight: 216.19

    MDL Number: MFCD00061641

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Excipients > Novel and Functional Excipients

    Product Description:
    D-Glucurono-6,3-lactone acetone compound is a chemically modified derivative of D-glucuronic acid, where the sugar moiety is protected as an acetonide. This modification enhances its stability and alters its solubility profile, making it a valuable intermediate in synthetic carbohydrate chemistry. Its primary significance lies in the pharmaceutical and biomedical fields. It serves as a key chiral building block for the synthesis of complex glycosides, glycoconjugates, and biologically active molecules that incorporate glucuronic acid motifs. Glucuronic acid is a crucial component of glycosaminoglycans (like hyaluronic acid) and is involved in detoxification processes in the liver via glucuronidation. Therefore, this protected lactone is instrumental in research and development of drugs, prodrugs, and diagnostic agents that target these pathways. It is also explored as a precursor for functional excipients in drug delivery systems. The compound is typically handled under standard laboratory conditions for moisture-sensitive materials. Its utility is defined by its role as a specialized, application-driven synthetic intermediate rather than a general-purpose reagent.
    Physical Properties

    Melting Point: 119-121°C

    Boiling Point: 385.994 °C at 760 mmHg

    Flash Point: 158.842 °C

    Density: 1.411 g/cm3

    mg g kg ml l t