Novel Approaches Towards the Synthesis of Morphinan Derivatives
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 oxi...
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| Format: | Thesis (University of Nottingham only) |
| Language: | English |
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2023
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| Online Access: | https://eprints.nottingham.ac.uk/73064/ |
| _version_ | 1848800762131382272 |
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| author | Gorbachev, Dmitry |
| author_facet | Gorbachev, Dmitry |
| author_sort | Gorbachev, Dmitry |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T20:56:42Z |
| format | Thesis (University of Nottingham only) |
| id | nottingham-73064 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T20:56:42Z |
| publishDate | 2023 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-730642023-07-26T04:40:22Z https://eprints.nottingham.ac.uk/73064/ Novel Approaches Towards the Synthesis of Morphinan Derivatives Gorbachev, Dmitry 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. 2023-07-26 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en cc_by https://eprints.nottingham.ac.uk/73064/1/Dmitry%20Gorbachev%20PhD%20Thesis%20CORRECTIONS.pdf Gorbachev, Dmitry (2023) Novel Approaches Towards the Synthesis of Morphinan Derivatives. PhD thesis, University of Nottingham. morphine alkaloids opioids synthesis |
| spellingShingle | morphine alkaloids opioids synthesis Gorbachev, Dmitry Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title | Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title_full | Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title_fullStr | Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title_full_unstemmed | Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title_short | Novel Approaches Towards the Synthesis of Morphinan Derivatives |
| title_sort | novel approaches towards the synthesis of morphinan derivatives |
| topic | morphine alkaloids opioids synthesis |
| url | https://eprints.nottingham.ac.uk/73064/ |