Synthesis of [$^2$H$_5$]baricitinib via [$^2$H$_5$]ethanesulfonyl chloride

Jansen-van Vuuren, Ross D. (avtor), Vohra, Rahul (avtor)

Baricitinib, typically applied as a treatment for rheumatoid arthritis, has recently attracted the attention of clinicians and researchers as a potential treatment for COVID-19. Naturally, there has been a need for the preparation of the isotope-labelled analogue of baricitinib to probe the pharmacokinetics of baricitinib in this new role. As such, we have developed a simple synthetic route to deuterated [$^2$H$_5$]baricitinib, facilitating its formation over four steps and in a 29% overall yield based on starting [$^2$H$_5$]ethanethiol (19% if we start with [$^2$H$_5$]bromoethane instead). A critical component of the overall process involves the synthesis of [$^2$H$_5$]ethanesulfonyl chloride, and we describe in detail the two routes that were explored to optimize this step.

• Jezik: Angleški jezik
• Ključne besede: baricitinib, COVID-19, deuteration, deuterium-labelled, SARS-CoV-2, isotopologue
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2022
• Št. strani: Str. 156-161
• Številčenje: Vol. 65, iss. 6
• PID: 20.500.12556/RUL-136998
• UDK: 547.1.057:615
• ISSN pri članku: 1099-1344
• DOI: 10.1002/jlcr.3969
• COBISS.SI-ID: 101564163
• Datum objave v RUL: 27.05.2022

Gradivo je del revije

• Naslov: Journal of labelled compounds & radiopharmaceuticals
• Skrajšan naslov: J. labelled compd. radiopharm.
• Založnik: Wiley
• ISSN: 1099-1344
• COBISS.SI-ID: 517762329

Licence

• Licenca: CC BY 4.0, Creative Commons Priznanje avtorstva 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by/4.0/deed.sl
• Opis: To je standardna licenca Creative Commons, ki daje uporabnikom največ možnosti za nadaljnjo uporabo dela, pri čemer morajo navesti avtorja.

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: baricitinib, COVID-19, devteracija, označevanje z devterijem, SARS-CoV-2, izotopolog

Projekti

• Financer: Drugi - Drug financer ali več financerjev
• Program financ.: Queen's University, COVID-19 Rapid-Response