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  Automated radial synthesis of organic molecules

Chatterjee, S., Guidi, M., Seeberger, P. H., & Gilmore, K. (2020). Automated radial synthesis of organic molecules. Nature, 579(7799), 379-384. doi:10.1038/s41586-020-2083-5.

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 Urheber:
Chatterjee, Sourav1, Autor           
Guidi, Mara1, Autor           
Seeberger, Peter H.2, Autor           
Gilmore, Kerry1, Autor           
Affiliations:
1Kerry Gilmore, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863304              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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Schlagwörter: Automation; Flow chemistry; Synthetic chemistry, methodology
 Zusammenfassung: Automated synthesis platforms accelerate and simplify the preparation of molecules by removing the physical barriers to organic synthesis. This provides unrestricted access to biopolymers and small molecules via reproducible and directly comparable chemical processes. Current automated multistep syntheses rely on either iterative or linear processes, and require compromises in terms of versatility and the use of equipment. Here we report an approach towards the automated synthesis of small molecules, based on a series of continuous flow modules that are radially arranged around a central switching station. Using this approach, concise volumes can be exposed to any reaction conditions required for a desired transformation. Sequential, non-simultaneous reactions can be combined to perform multistep processes, enabling the use of variable flow rates, reuse of reactors under different conditions, and the storage of intermediates. This fully automated instrument is capable of both linear and convergent syntheses and does not require manual reconfiguration between different processes. The capabilities of this approach are demonstrated by performing optimizations and multistep syntheses of targets, varying concentrations via inline dilutions, exploring several strategies for the multistep synthesis of the anticonvulsant drug rufinamide, synthesizing eighteen compounds of two derivative libraries that are prepared using different reaction pathways and chemistries, and using the same reagents to perform metallaphotoredox carbon–nitrogen cross-couplings in a photochemical module—all without instrument reconfiguration.

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Sprache(n): eng - English
 Datum: 2020-03-182020
 Publikationsstatus: Erschienen
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 Identifikatoren: DOI: 10.1038/s41586-020-2083-5
Anderer: MS erbeten. AP23032020
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Titel: Nature
  Kurztitel : Nature
Genre der Quelle: Zeitschrift
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Ort, Verlag, Ausgabe: London : Nature Publishing Group
Seiten: - Band / Heft: 579 (7799) Artikelnummer: - Start- / Endseite: 379 - 384 Identifikator: ISSN: 0028-0836