Journal Published Online: 01 July 1985
Volume 30, Issue 3

H Nuclear Magnetic Resonance of Heroin's D Ring

CODEN: JFSCAS

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.

Author Information

Allen, AC
Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA
Cooper, DA
Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA
Moore, JM
Drug Enforcement Administration, Special Testing and Research Laboratory, McLean, VA
Pages: 7
Price: $25.00
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Stock #: JFS11025J
ISSN: 0022-1198
DOI: 10.1520/JFS11025J