Linear and convergent approaches to 2-substituted adenosine-5′-N-alkylcarboxamides

RC Foitzik, SM Devine, NE Hausler, PJ Scammells

Index: Foitzik, Richard C.; Devine, Shane M.; Hausler, Nicholas E.; Scammells, Peter J. Tetrahedron, 2009 , vol. 65, # 43 p. 8851 - 8857

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Citation Number: 15

Abstract

Herein we report both linear and convergent pathways for the preparation of 2-alkynyl substituted adenosine-5′-N-ethylcarboxamides via the versatile synthetic intermediate, 2- iodoadenosine-5′-N-ethylcarboxamide (13). The linear approach afforded 13 in an overall yield of 30% from guanosine over eight synthetic steps. The convergent approach was shorter, but proceeded in lower yield (five steps, 20% yield). Both approaches compare ...