Synthesis of lipophilic N9-benzylguanine derivatives

JEB McCallum, KG Huston, JM McSweeney…

Index: McCallum, Jeremy E. B.; Huston, Kenneth G.; McSweeney, Jacqueline M.; Rucker, Brandie G. Synlett, 2010 , # 19 p. 2871 - 2874

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Abstract

The reaction of 2-N-acetylguanine with 7 in DMF at 80 ˚C resulted in the formation of four products, namely, 2-N-acetyl-N 9 -[3,5-bis(tert-butyldimethylsilyloxy)benzyl]-guanine (11), [²5] 2-N-acetyl-N 7 -[3,5-bis(tert-butyldimethylsilyloxy)benzyl]guanine (12), [²6] and the monosilylated derivatives 2-N-acetyl-N 9 -[3-(tert-butyldimethylsilyloxy)-5-hydroxybenzyl]guanine and 2-N-acetyl-N 7 -[3-(tert-butyldimethylsilyloxy)-5-hydroxybenzyl]guanine in 20, 20, 14, and ...