A Novel Synthesis of Mizoribine® and Related Nucleosides from Acyclic Precursors

David F. Ewing School of Chemistry, University of Hull, Hull, HU6 7RX, UK

Robert W. Humble School of Chemistry, University of Hull, Hull, HU6 7RX, UK

Grahame Mackenzie School of Chemistry, University of Hull, Hull, HU6 7RX, UK

Gordon Shaw School of Chemistry and Chemical Technology, University of Bradford, Bradford, BD7 1DP, UK.

Abstract

Mizoribine® (4-carbamoyl-1-β-D-ribofuranosylimidazolium-5-olate)(13β) and its 4-cyano analogue (20) were synthesized by formation of a malonamide from 2,3-isopropylidene-D-ribosylamine and a malonic acid derivative followed by amination, cyclisation and deprotection steps.

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A Novel Synthesis of Mizoribine® and Related Nucleosides from Acyclic Precursors

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A Novel Synthesis of Mizoribine® and Related Nucleosides from Acyclic Precursors

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