Synthesis of a protected keto-lysidine analogue via improved preparation of arabino-isocytosine nucleosides

Joseph B. Sweeney, Paul A. Bethel, Duncan M. Gill, Agata M. Ochocińska, Anthony E.J. Walsh, Scarlett M. Walton

Research output: Contribution to journalLetter

1 Citation (Scopus)

Abstract

Anhydrouridines react with aliphatic amines to give N-alkyl isocytosines, but reported procedures often demand very long reaction times and can be low yielding, with narrow scope. A modified procedure for such reactions has been developed, using microwave irradiation, significantly reducing reaction time and allowing facile access to a diverse range of novel nucleosides on the gram scale. The method has been used to prepare a precursor to a novel analogue of lysidine, a naturally occurring iminonucleoside found in t RNA.

Original languageEnglish
Pages (from-to)2004-2007
Number of pages4
JournalOrganic Letters
Volume21
Issue number7
DOIs
Publication statusPublished - 12 Mar 2019

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