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Dostęp zamknięty4-Methyltetrahydropyran as a Convenient Alternative Solvent for Olefin Metathesis Reaction: Model Studies and Medicinal Chemistry Applications
| dc.abstract.en | A number of metathesis reactions were successfully conducted in 4-methyltetrahydropyran, including both standard model dienes, as well as more complex substrates, such as analogues of biologically active compounds and active pharmaceutical ingredients. To place this solvent in a context of pharmaceutical R + D, larger-scale syntheses of SUAM 1221, a prolyl endopeptidase inhibitor with potential application in Alzheimer disease treatment, and a derivative of sildenafil, an analogue of the popular Viagra drug, were executed. In the latter case, despite all the setup being made in air, the metathesis reaction at a 33 g scale proceeded very well with relatively low catalyst loading and without need of aqueous workup or column chromatography. |
| dc.affiliation | Uniwersytet Warszawski |
| dc.contributor.author | Skoczeń, Aleksandra |
| dc.contributor.author | Suska-Kauf, Ewa |
| dc.contributor.author | Pawłowska, Jolanta |
| dc.contributor.author | Nienałtowski, Tomasz |
| dc.contributor.author | Krzesiński, Paweł |
| dc.contributor.author | Baumert, Marcel E. |
| dc.contributor.author | Kajetanowicz, Anna |
| dc.contributor.author | Grela, Karol |
| dc.date.accessioned | 2024-01-24T15:36:02Z |
| dc.date.available | 2024-01-24T15:36:02Z |
| dc.date.issued | 2020 |
| dc.description.finance | Publikacja bezkosztowa |
| dc.description.number | 49 |
| dc.description.volume | 8 |
| dc.identifier.doi | 10.1021/ACSSUSCHEMENG.0C06668 |
| dc.identifier.uri | https://repozytorium.uw.edu.pl//handle/item/100072 |
| dc.identifier.weblink | http://pubs.acs.org/doi/pdf/10.1021/acssuschemeng.0c06668 |
| dc.language | eng |
| dc.pbn.affiliation | chemical sciences |
| dc.relation.ispartof | ACS Sustainable Chemistry & Engineering |
| dc.relation.pages | 18215–18223 |
| dc.rights | ClosedAccess |
| dc.sciencecloud | nosend |
| dc.subject.en | olefin metathesis |
| dc.subject.en | API synthesis |
| dc.subject.en | Ru catalyst |
| dc.subject.en | unsymmetrical NHC |
| dc.subject.en | 4-MeTHP |
| dc.title | 4-Methyltetrahydropyran as a Convenient Alternative Solvent for Olefin Metathesis Reaction: Model Studies and Medicinal Chemistry Applications |
| dc.type | JournalArticle |
| dspace.entity.type | Publication |