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- Title
Rapid plugged flow synthesis of nucleoside analogues via Suzuki-Miyaura coupling and heck Alkenylation of 5-Iodo-2'-deoxyuridine (or cytidine).
- Authors
Gaware, Sujeet; Kori, Santosh; Serrano, Jose Luis; Dandela, Rambabu; Hilton, Stephen; Sanghvi, Yogesh S.; Kapdi, Anant R.
- Abstract
Nucleosides modification via conventional cross-coupling has been performed using different catalytic systems and found to take place via long reaction times. However, since the pandemic, nucleoside-based antivirals and vaccines have received widespread attention and the requirement for rapid modification and synthesis of these moieties has become a major objective for researchers. To address this challenge, we describe the development of a rapid flow-based cross-coupling synthesis protocol for a variety of C5-pyrimidine substituted nucleosides. The protocol allows for facile access to multiple nucleoside analogues in very good yields in a few minutes compared to conventional batch chemistry. To highlight the utility of our approach, the synthesis of an anti-HSV drug, BVDU was also achieved in an efficient manner using our new protocol.
- Subjects
NUCLEOSIDE synthesis; URIDINE; ALKENYLATION; NUCLEOSIDES; DRUG synthesis; MOIETIES (Chemistry)
- Publication
Journal of Flow Chemistry, 2023, Vol 13, Issue 3, p293
- ISSN
2062-249X
- Publication type
Article
- DOI
10.1007/s41981-023-00265-1