Syntheses of 4-[1-(2-deoxy-β-d-ribofuranosyl)]-derivatives of 2-substituted-5-fluoroaniline:" cytosine replacement" analogs of deoxycytidine for evaluation as …

…, LI Wiebe, ED Clercq, J Balzarini…

Index: Wang; Wiebe; De Clercq; Balzarini; Knaus Canadian Journal of Chemistry, 2000 , vol. 78, # 8 p. 1081 - 1088

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Citation Number: 23

Abstract

A group of 4-[1-(2-deoxy-β-d-ribofuranosyl)]-derivatives of 5-fluoroaniline possessing a variety of aryl C-2 substituents (6a R= H, 6b R= F, 6c R= Me) were synthesized. Accordingly, a Heck-type coupling reaction of the 4-iodoaniline derivatives (13a c) with the bis (tert- butyldimethylsilyl) glycal (11) in the presence of Pd (OAc) 2 and Ph3As, followed by removal of the tert-butyldimethylsilyl protection groups using n-Bu4N+ F-, yielded the ...