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    134575-13-6

    Catalog No. EBD2199635

    CAS 134575-13-6

    Name (1α,5α,6α)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane

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    Basic Information

    Synonyms: (1α,5α,6α)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane

    Molecular Formula: C6H11NO

    Molecular Weight: 113.16

    MDL Number: MFCD11099879

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Other Biochemicals and Life Science Reagents

    Product Description:
    (1α,5α,6α)-6-(Hydroxymethyl)-3-azabicyclo[3.1.0]hexane is a rigid, bicyclic heterocyclic compound featuring a fused cyclopropane ring. This structure imparts unique three-dimensional geometry and conformational constraints, making it a valuable scaffold in medicinal chemistry. It is a key chiral intermediate in the synthesis of complex pharmaceutical agents. Its primary and most significant application is in the synthesis of potent antiviral drugs, specifically as a crucial building block for the production of hepatitis C virus (HCV) NS5A inhibitors. This compound serves as the core bicyclic proline mimetic structure in the synthesis of leading direct-acting antivirals (DAAs) such as daclatasvir. The constrained bicyclic framework is essential for optimal binding to the viral target protein. Due to its specialized role as a high-value pharmaceutical intermediate, its use is predominantly confined to advanced drug synthesis processes rather than as a general-purpose synthetic reagent. Its synthesis and handling require expertise in chiral chemistry and complex heterocyclic systems.
    Physical Properties

    Boiling Point: 202.5°C at 760 mmHg

    Flash Point: 110.2°C

    Density: 1.108g/cm3

    mg g kg ml l t