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Olefin Metathesis in Continuous Flow Reactor Employing Polar Ruthenium Catalyst and Soluble Metal Scavenger for Instant Purification of Products of Pharmaceutical Interest

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cris.lastimport.scopus2024-02-12T19:31:47Z
dc.abstract.enIn recent years, the development of continuous-flow reactors has attracted growing attention from the synthetic community. Moreover, findings in the precise control of the reaction parameters and improved mass/heat transfer have made the flow setup an attractive alternative to batch reactors, both in academia and industry, enabling safe and easy scaling-up of synthetic processes. Even though a majority of the pharmaceutical industry currently rely on batch reactors or semibatch reactors, many are integrating flow technology because of easier maintenance and lower risks. Herein, we demonstrate an operationally simple flow setup for homogeneous ring-closing metathesis, which is applicable to the synthesis of active pharmaceutical ingredients precursors or analogues with high efficiency, low residence time, and in a green solvent. Furthermore, through the addition of a soluble metal scavenger in the subsequent step within the flow system, the level of ruthenium contamination in the final product can be greatly reduced (to less than 5 ppm). To ensure that this method is applicable for industrial usage, an upscale process including a 24 h continuous-flow reaction for more than 60 g of a Sildenafil analogue was achieved in a continuous-flow fashion by adjusting the tubing size and flow rate accordingly.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorPiątkowski, Jakub
dc.contributor.authorWu, Jie
dc.contributor.authorNienałtowski, Tomasz
dc.contributor.authorToh, Ren Wei
dc.contributor.authorKajetanowicz, Anna
dc.contributor.authorGrela, Karol
dc.contributor.authorPatrzałek, Michał
dc.date.accessioned2024-01-25T15:43:54Z
dc.date.available2024-01-25T15:43:54Z
dc.date.copyright2021-11-22
dc.date.issued2021
dc.description.accesstimeAT_PUBLICATION
dc.description.financePublikacja bezkosztowa
dc.description.number48
dc.description.versionFINAL_PUBLISHED
dc.description.volume9
dc.identifier.doi10.1021/ACSSUSCHEMENG.1C06522
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/114587
dc.identifier.weblinkhttps://pubs.acs.org/doi/pdf/10.1021/acssuschemeng.1c06522
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofACS Sustainable Chemistry & Engineering
dc.relation.pages16450-16458
dc.rightsCC-BY
dc.sciencecloudnosend
dc.subject.enFlow chemistry
dc.subject.enGreen chemistry
dc.subject.enOlefin metathesis
dc.subject.enRing-closing metathesis
dc.subject.enRuthenium
dc.subject.enScavenger
dc.titleOlefin Metathesis in Continuous Flow Reactor Employing Polar Ruthenium Catalyst and Soluble Metal Scavenger for Instant Purification of Products of Pharmaceutical Interest
dc.typeJournalArticle
dspace.entity.typePublication