Synthesis of paraxanthine analogs (1, 7-disubstituted xanthines) and other xanthines unsubstituted at the 3-position: structure-activity relationships at adenosine …

CE Mueller, D Shi, M Manning Jr…

Index: Mueller, Christa E.; Shi, Dan; Manning, Malcolm; Daly, John W. Journal of Medicinal Chemistry, 1993 , vol. 36, # 22 p. 3341 - 3349

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Citation Number: 79

Abstract

Synthetic procedures for the preparation of various 3-unsubstituted xanthines, including paraxanthine analogs (l, 7-disubstituted xanthines) and 1, &disubstituted xanthines, were developed. Silylation of 1-substituted xanthines followed by alkylation at the 7-position provides a facile route to paraxanthine analogs. Regioselective alkylation of tris (trimethylsilyl)-6-aminouracil provides 3-substituted 6-aminouracils, which are converted ...