Synthesis

Regioselective syntheses of 7-halogenated 7-deazapurine nucleosides related to 2-amino-7-deaza-2′-deoxyadenosine and 7-deaza-2′-deoxyisoguanosine

F Seela, X Peng

Index: Seela, Frank; Peng, Xiaohua Synthesis, 2004 , # 8 p. 1203 - 1210

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Citation Number: 24

Abstract

Abstract The syntheses of 7-halogenated derivatives 3b-e of 2-amino-7-deaza-2′- deoxyadenosine as well as 7-bromo and 7-chloro-7-deaza-2′-deoxyisoguanosines 4b-c are described. Nucleobase anion glycosylation was employed for the convergent nucleoside synthesis. The regioselective 7-halogenation was performed either on the nucleoside precursor 7 or on the nucleobase 12. Two bromo substituents were introduced ...