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    171482-05-6

    Catalog No. EBD1616906

    CAS 171482-05-6

    Name (2R,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine hydrochloride

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    Basic Information

    Synonyms: (2R,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholinehydrochloride (2R,3S)-2-[(1R)-1-[3,5-Bis(Trifluoromethyl)Phenyl)Ethoxy]-3-(4-Fluorophenyl)MorpholineHydrachloride

    Molecular Formula: C20H19ClF7NO2

    Molecular Weight: 473.81

    MDL Number: MFCD09952149

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

    Product Description:
    (2R,3S)-2-[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine hydrochloride is a key chiral intermediate in the synthesis of aprepitant, a neurokinin-1 (NK1) receptor antagonist. Aprepitant is an active pharmaceutical ingredient (API) used for the prevention of acute and delayed chemotherapy-induced nausea and vomiting (CINV). This compound features a morpholine core substituted with a 4-fluorophenyl group and a chiral side chain containing a 3,5-bis(trifluoromethyl)phenyl moiety. The specific stereochemistry (2R,3S,1'R) is crucial for its biological activity as a precursor to aprepitant. Its synthesis and application are central to the production of this important antiemetic drug. The hydrochloride salt form enhances its stability and handling properties for pharmaceutical manufacturing. The presence of multiple fluorine atoms and the complex chiral structure make it a sophisticated building block in medicinal chemistry, specifically targeted for the development of neurokinin receptor antagonists.
    Physical Properties

    Boiling Point: 387.9 °C at 760 mmHg

    Flash Point: 188.4 °C

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