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    365997-31-5

    Catalog No. EBD386539

    CAS 365997-31-5

    Name (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid ethyl ester

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    Basic Information

    Synonyms: 7-Oxabicyclo[4.1.0]heptane-3-carboxylicacid,ethylester,(1S,3S,6R)- ethyl(1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-carboxylate (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylicacidethylester ethyl(1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylate Ethyl(1S,3S,4R)-3,4-epoxycyclohexane-1-carboxylate

    Molecular Formula: C9H14O3

    Molecular Weight: 170.21

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Spiro Compounds

    Product Description:
    (1S,3S,6R)-7-Oxabicyclo[4.1.0]heptane-3-carboxylic acid ethyl ester is a chiral, non-racemic oxirane-fused cyclohexane derivative. It serves as a key chiral building block in organic synthesis, particularly valued for its rigid, bicyclic structure containing an epoxide (oxirane) ring and an ester functionality. This compound is a versatile precursor for introducing the (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane scaffold into more complex molecules. Its primary application is in pharmaceutical research as a chiral intermediate. The molecule's defined stereochemistry and reactive epoxide ring make it a valuable synthon for constructing biologically active compounds, including potential drug candidates and natural product analogs. The scaffold is of interest for developing molecules with specific three-dimensional conformations that can interact with biological targets. As a specialty chemical, it is typically used in laboratory-scale synthesis and process development. Handling requires standard precautions for epoxides, which are potential alkylating agents. Its synthesis and use are documented in the context of advanced medicinal chemistry and asymmetric synthesis methodologies.
    Physical Properties
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