Addition of lithiated 9-deazapurine derivatives to a carbohydrate cyclic imine: convergent synthesis of the aza-C-nucleoside immucillins

GB Evans, RH Furneaux, TL Hutchison…

Index: Evans; Furneaux; Hutchison; Kezar; Morris, Jr.; Schramm; Tyler Journal of Organic Chemistry, 2001 , vol. 66, # 17 p. 5723 - 5730

Full Text: HTML

Citation Number: 88

Abstract

Combined work by some of us has led to the recent synthesis of aza-C-nucleosides 1 and 2 (“immucillins”). These compounds, and their 5'-monophosphate esters, are extremely powerful inhibitors of human purine nucleoside phosphorylase (PNP), protozoan nucleoside hydrolases, and purine phosphoribosyltransferases. 1 Inhibitors of PNP have become targets for drug design, because they are expected to selectively control the proliferation of ...