Novel Approaches Towards the Synthesis of Morphinan Derivatives
Publication Date
July 26, 2023
Creator
Abstract
The following work contains two chapters, encompassing two projects. The first chapter describes improvements to the current state-of-the-art process route for the conversion of morphine to a valuable pharmaceutical intermediate noroxymorphone. A mild and industrially applicable Albright-Goldman oxidation was implemented as a key step to improve the process. Utilisation of the Albright-Goldman conditions allowed the combination of the oxidation step with the subsequent diene-forming step, thereby making the overall process more concise and reducing the number of required manipulations. These features are particularly advantageous when applied to the large-scale industrial manufacture.
The second chapter describes the successful application of TBADT photocatalysis towards functionalisation of the morphinan scaffold. A series of novel 8-substituted morphinan derivatives were synthesized using a range of coupling partners containing various functional groups. This work demonstrated the utility and applicability of TBADT catalysis towards late-stage functionalisation of natural products under mild conditions.
Item Type
ethesis
Thesis Type
PhD
Supervisors
Subjects (LC)
Associated Schools / Departments
School of Chemistry
eprints ID
73064
UoN Repository URI
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Name
Dmitry Gorbachev PhD Thesis CORRECTIONS.pdf
Type
Full-text
Description
Examined
Size
4.78 MB
Format
Adobe PDF
Checksum (MD5)
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