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    135267-12-8

    Catalog No. EBD3331216

    CAS 135267-12-8

    Name 2-((R)-1-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)ethoxy)tetrahydro-2H-pyran

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    Basic Information

    Molecular Formula: C15H18F2O3

    Molecular Weight: 284.3

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    2-((R)-1-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)ethoxy)tetrahydro-2H-pyran is a chiral epoxide derivative containing a tetrahydro-2H-pyranyl (THP) protecting group. Its molecular structure features a 2,4-difluorophenyl ring attached to an oxirane (epoxide) ring, which is further connected to an ethoxy group bearing a THP ether. The compound is characterized by two chiral centers, both in the (R) configuration, making it a specific stereoisomer. This compound is a key chiral intermediate in the synthesis of several important triazole antifungal agents. Its primary and most significant application is in the industrial-scale production of Voriconazole, a broad-spectrum second-generation triazole antifungal drug. The chiral epoxide moiety is crucial for constructing the core structure of Voriconazole, and the THP group serves as a protective group for the secondary alcohol during the synthetic sequence. The precise stereochemistry (R,R) of this intermediate is essential for the biological activity of the final API. The synthesis and supply of this high-purity chiral intermediate are critical for the pharmaceutical manufacturing process of Voriconazole. Its use underscores the importance of advanced asymmetric synthesis and chiral technology in modern drug production to ensure the efficacy and safety of the final medicinal product.
    Physical Properties
    mg g kg ml l t