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High-resolution proton magnetic resonance spectra of morphine and its three O-acetyl derivatives

✍ Scribed by George A. Neville; Irena Ekiel; Ian C. P. Smith

Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
433 KB
Volume
25
Category
Article
ISSN
0749-1581

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✦ Synopsis

High

-resolution 'H NMR (500 MHzHpectra were recorded for morphine, 3-O-acetylmorphine, 6-0-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 compounds.

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