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    154634-96-5

    Catalog No. EBD2219863

    CAS 154634-96-5

    Name (3S,5S)-3,5-Dimethylmorpholine

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    Basic Information

    Synonyms: (3S,5S)-3,5-Dimethylmorpholine

    Molecular Formula: C6H13NO

    Molecular Weight: 115.17

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (3S,5S)-3,5-Dimethylmorpholine is a chiral, bicyclic secondary amine characterized by its morpholine ring substituted with two methyl groups at the 3 and 5 positions, both in the (S) configuration. This specific stereochemistry is crucial for its application as a key chiral building block. Its primary and most significant application is in the pharmaceutical industry as a versatile intermediate for the synthesis of active pharmaceutical ingredients (APIs). It serves as a core structural motif and a chiral amine source in the development of various drug candidates. Notably, it is a critical intermediate in the synthesis of Aprepitant, a neurokinin-1 (NK1) receptor antagonist used for the prevention of chemotherapy-induced nausea and vomiting (CINV). The stereochemistry of the dimethylmorpholine moiety is essential for the biological activity of the final drug molecule. Beyond its direct pharmaceutical use, (3S,5S)-3,5-Dimethylmorpholine is also employed as a chiral ligand or auxiliary in asymmetric synthesis and as a specialty amine synthon in organic chemistry research, highlighting its dual role as both a targeted intermediate and a functional synthetic building block.
    Physical Properties

    Boiling Point: 150.805°C at 760 mmHg

    Flash Point: 50.079°C

    Density: 0.863g/cm3

    mg g kg ml l t