1H Nuclear Magnetic Resonance of Heroin's D Ring

    Volume 30, Issue 3 (July 1985)

    ISSN: 0022-1198

    CODEN: JFSOAD

    Published Online: 1 July 1985

    Page Count: 7


    Allen, AC
    Forensic chemists, Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA

    Cooper, DA
    Forensic chemists, Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA

    Moore, JM
    Forensic chemists, Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA

    (Received 11 August 1984; accepted 12 October 1984)

    Abstract

    The 1H nuclear magnetic resonance (NMR) chemical shifts and coupling constants of heroin's (1) D ring H-15α, H-15β, and H-16α, and H-16β are presented. These assignments were accessible through the introduction of a double bond (Δ15,16) in heroin. The resulting compound, Δ15,16 didehydroheroin (2), was subjected to deuterium exchange or stereoselective reduction or both. Reduced products d1-16αheroin (3), d2-15α, 15β-heroin (4), and d3-15α, 15β, 16α-heroin (5) are presented. Heroin with deuterated acetyls is also presented for 1H NMR spectral clarity in the D ring area.


    Paper ID: JFS11025J

    DOI: 10.1520/JFS11025J

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    Title 1H Nuclear Magnetic Resonance of Heroin's D Ring
    Symposium , 0000-00-00
    Committee E30