Expedient synthesis of an atypical oxazolidinone compound library
In order to address the current downturn in the drug discovery pipeline, initiatives are being undertaken to synthesise screening libraries of sp3-rich, low molecular weight compounds. As part of the European Lead Factory initiative, the synthesis and derivatisation of a simple hexahydrooxazolo[5,4-...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
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Elsevier
2016
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| Online Access: | https://eprints.nottingham.ac.uk/36176/ |
| _version_ | 1848795236896079872 |
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| author | Cully, Sarah J. Storr, Thomas E. Rawling, Michael J. Abeysena, Induka R. Hamza, Daniel Jones, Geraint Pearce, Christopher A. Quddus, Abdul Lewis, William Stockman, Robert A. |
| author_facet | Cully, Sarah J. Storr, Thomas E. Rawling, Michael J. Abeysena, Induka R. Hamza, Daniel Jones, Geraint Pearce, Christopher A. Quddus, Abdul Lewis, William Stockman, Robert A. |
| author_sort | Cully, Sarah J. |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | In order to address the current downturn in the drug discovery pipeline, initiatives are being undertaken to synthesise screening libraries of sp3-rich, low molecular weight compounds. As part of the European Lead Factory initiative, the synthesis and derivatisation of a simple hexahydrooxazolo[5,4-c]pyridin-2(1H)-one bicyclic carbamate has been achieved. The synthetic route employed involved a telescoped hetero-Diels-Alder/[2,3]-sigmatropic rearrangement/cyclisation sequence to deliver the desired core scaffold containing two points for further diversification. When applied, this synthesis was found to be robust and scalable which allowed the production of a 155 compound library. |
| first_indexed | 2025-11-14T19:28:53Z |
| format | Article |
| id | nottingham-36176 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:28:53Z |
| publishDate | 2016 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-361762020-05-04T18:05:35Z https://eprints.nottingham.ac.uk/36176/ Expedient synthesis of an atypical oxazolidinone compound library Cully, Sarah J. Storr, Thomas E. Rawling, Michael J. Abeysena, Induka R. Hamza, Daniel Jones, Geraint Pearce, Christopher A. Quddus, Abdul Lewis, William Stockman, Robert A. In order to address the current downturn in the drug discovery pipeline, initiatives are being undertaken to synthesise screening libraries of sp3-rich, low molecular weight compounds. As part of the European Lead Factory initiative, the synthesis and derivatisation of a simple hexahydrooxazolo[5,4-c]pyridin-2(1H)-one bicyclic carbamate has been achieved. The synthetic route employed involved a telescoped hetero-Diels-Alder/[2,3]-sigmatropic rearrangement/cyclisation sequence to deliver the desired core scaffold containing two points for further diversification. When applied, this synthesis was found to be robust and scalable which allowed the production of a 155 compound library. Elsevier 2016-08-27 Article PeerReviewed Cully, Sarah J., Storr, Thomas E., Rawling, Michael J., Abeysena, Induka R., Hamza, Daniel, Jones, Geraint, Pearce, Christopher A., Quddus, Abdul, Lewis, William and Stockman, Robert A. (2016) Expedient synthesis of an atypical oxazolidinone compound library. Bioorganic and Medicinal Chemistry . ISSN 1464-3391 http://www.sciencedirect.com/science/article/pii/S096808961630654X doi:10.1016/j.bmc.2016.08.046 doi:10.1016/j.bmc.2016.08.046 |
| spellingShingle | Cully, Sarah J. Storr, Thomas E. Rawling, Michael J. Abeysena, Induka R. Hamza, Daniel Jones, Geraint Pearce, Christopher A. Quddus, Abdul Lewis, William Stockman, Robert A. Expedient synthesis of an atypical oxazolidinone compound library |
| title | Expedient synthesis of an atypical oxazolidinone compound library |
| title_full | Expedient synthesis of an atypical oxazolidinone compound library |
| title_fullStr | Expedient synthesis of an atypical oxazolidinone compound library |
| title_full_unstemmed | Expedient synthesis of an atypical oxazolidinone compound library |
| title_short | Expedient synthesis of an atypical oxazolidinone compound library |
| title_sort | expedient synthesis of an atypical oxazolidinone compound library |
| url | https://eprints.nottingham.ac.uk/36176/ https://eprints.nottingham.ac.uk/36176/ https://eprints.nottingham.ac.uk/36176/ |