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    596103-06-9

    Catalog No. EBD3317025

    CAS 596103-06-9

    Name 1,4-Anhydro-2,3-O-isopropylidene-4-thio-D-ribitol

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    Basic Information

    Synonyms: ((3aS,4R,6aR)-2,2-二甲基四氢噻吩并[3,4-d][1,3]二氧戊环-4-基)甲醇 ((3aS,4R,6aR)-2,2-二甲基四氢噻吩并[3,4-d][1,3]二氧戊环-4-基)甲醇

    Molecular Formula: C8H14O3S

    Molecular Weight: 190.26

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Sulfides and Thioethers

    Product Description:
    ((3aS,4R,6aR)-2,2-Dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methanol, also known as 1,4-Anhydro-2,3-O-isopropylidene-4-thio-D-ribitol, is a protected thiosugar derivative. It serves as a crucial chiral building block in the synthesis of nucleoside analogs, particularly those containing a sulfur atom in the sugar moiety. This compound is a key intermediate for the preparation of 4'-thionucleosides, which are a class of modified nucleosides with significant therapeutic potential. The primary application of this compound is in medicinal chemistry research for the development of antiviral and anticancer agents. 4'-Thionucleosides, synthesized using this intermediate, exhibit enhanced metabolic stability and altered biological activity compared to their natural oxygen-containing counterparts. They are investigated as potential inhibitors of viral polymerases and for their antiproliferative effects. The isopropylidene protecting group facilitates selective functionalization at other positions of the ribitol scaffold during synthetic sequences. As a versatile chiral synthon, it is a valuable tool for chemists exploring the structure-activity relationships of modified nucleic acids. Its utility extends beyond nucleoside chemistry into the synthesis of other sulfur-containing bioactive molecules and carbohydrate mimetics.
    Physical Properties
    mg g kg ml l t