New chemistry to support the search for more effective opioids

Herein is presented a synthesis route to obtain noroxymorphone, a vital intermediate in the manufacture of opioid medicines, using the major ingredient in opium – morphine as the starting material. Two steps of Albright-Goldman oxidation and the formation of diene are combined in one pot to enhance...

Full description

Bibliographic Details
Main Author: Yang, Ruoyan
Format: Thesis (University of Nottingham only)
Language:English
Published: 2020
Subjects:
Online Access:https://eprints.nottingham.ac.uk/60621/
Description
Summary:Herein is presented a synthesis route to obtain noroxymorphone, a vital intermediate in the manufacture of opioid medicines, using the major ingredient in opium – morphine as the starting material. Two steps of Albright-Goldman oxidation and the formation of diene are combined in one pot to enhance the efficiency of the whole route. The overall 14% yield is still impractical for industry. However, further optimization of Albright-Goldman oxidation can increase the yield to near 30% in total. Noroxymorphone is employed as a starting material to access new opioid derivatives by N-substitution or conjugate addition of amines onto electron-deficient alkenes.