High‐resolution proton magnetic resonance spectra of morphine and its threeO‐acetyl derivatives
作者:
George A. Neville,
Irena Ekiel,
Ian C. P. Smith,
期刊:
Magnetic Resonance in Chemistry
(WILEY Available online 1987)
卷期:
Volume 25,
issue 1
页码: 31-35
ISSN:0749-1581
年代: 1987
DOI:10.1002/mrc.1260250108
出版商: John Wiley&Sons, Ltd.
关键词: Morphine;3‐O‐Acetylmorphine;6‐O‐Acetylmorphine;Diacetylmorphine;Heroin;500 MHz;1H NMR spectra;COSY spectrum;Complete coupling and chemical shift data
数据来源: WILEY
摘要:
AbstractHigh‐resolution1H NMR (500 MHz) spectra were recorded for morphine, 3‐O‐acetylmorphine, 6‐O‐acetylmorphine and diacetylmorphine (heroin). Complete assignment of all proton resonances was made for these substances following determination of accurate chemical shift and coupling data by spectral simulation of all tightly coupled proton resonance patterns. Chemical shifts and proton couplings are discussed in terms of the conformation of rings C and D. From a varied collection of morphine analogs, torsion angles for ring D protons were obtained from crystallographic studies. The corresponding coupling constants were calculated, they demonstrate similar conformation of the ring D for the compared morphine
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