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    130277-32-6

    Catalog No. EBD238527

    CAS 130277-32-6

    Name 1,2-dehydro-3-O-(tert-butyldiphenylsilyl)-5-hydroxymethylfuran

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    Basic Information

    Synonyms: 1,2-dehydro-3-O-(tert-butyldiphenylsilyl)-5-hydroxymethylfuran 1,4-anhydro-2-deoxy-3-O-[(1,1-dimethylethyl)diphenylsilyl]-D-erythro-1-enitol 1,4-anhydro-3-O-(tert-butyl(diphenyl)silyl)-2-deoxy-D-erythro-pent-1-enytol 1,4-anhydro-2-deoxy-3-O-(tert-butyldiphenylsilyl)-D-erythro-pent-1-enitol 1,2-dehydro-3-O-(tert-butyldiphenylsilyl)-5-hydroxymethyl-furan O-(tert-butyldiphenylsilyl)-1,2-dehydro-2-deoxy-D-ribofuranose 1,4-anhydro-2-deoxy-3-O-[(1,1-dimethylethyl)diphenylsilyl]-D-erythro-pent-1-enitol

    Molecular Formula: C21H26O3Si

    Molecular Weight: 354.52

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

    Product Description:
    1,2-Dehydro-3-O-(tert-butyldiphenylsilyl)-5-hydroxymethylfuran is a key protected furanose derivative, specifically a 1,4-anhydro-2-deoxy-D-erythro-pent-1-enitol derivative. It features a tert-butyldiphenylsilyl (TBDPS) protecting group at the 3-position and a hydroxymethyl group at the 5-position, making it a versatile chiral building block. This compound is primarily employed as a crucial synthetic intermediate in the preparation of nucleoside analogues and modified carbohydrates. Its protected structure allows for selective functionalization, enabling its use in the synthesis of antiviral and anticancer agents, such as certain C-nucleosides and carbocyclic nucleosides. The TBDPS group provides stability during synthetic transformations and can be selectively removed under mild conditions. As a specialized chiral synthon, it is a valuable tool in medicinal chemistry research for constructing complex bioactive molecules with defined stereochemistry. Its applications are centered on the development of novel therapeutic agents, placing it firmly within the domain of pharmaceutical intermediates and life science reagents.
    Physical Properties
    mg g kg ml l t