Tetrahedron

An efficient convergent synthesis of adenosine-5′-N-alkyluronamides

SM Devine, PJ Scammells

Index: Devine, Shane M.; Scammells, Peter J. Tetrahedron, 2008 , vol. 64, # 8 p. 1772 - 1777

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Citation Number: 12

Abstract

Herein we report an efficient synthesis of adenosine-5′-N-alkyluronamides in which an enzyme-mediated deacetylation reaction is a key to the selective modification of the 5′-N- position, prior to coupling the ribose and purine components via a microwave-assisted Vorbrüggen coupling. This approach provides access to highly functionalised adenosines with 2-and N6-substitutents, which can be incorporated before or after the ribose-coupling ...