The Journal of Organic Chemistry

Synthesis of 2-amino-7-(2'-deoxy-. beta.-D-erythro-pentofuranosyl)-3, 7-dihydro-4H-pyrrolo [2, 3-d] pyrimidin-4-one, a new isostere of 2'-deoxyguanosine

HD Winkeler, F Seela

Index: Winkeler, Heinz-Dieter; Seela, Frank Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 3119 - 3122

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Citation Number: 88

Abstract

The most appropriate chromophore for the synthesis of compound 2 is 2-amino-4-methoxy- 7H-pyrrolo [2, 3-d] py-rimidine (4). 13 Ita lactam moiety is methyl protected to prevent glycosylation at the N-1, N-3, or 0-4 position. The methyl-protecting group can be easily removed, yielding the final ag1yc0n. l~ As the sugar component we employed l-chloro-2- deoxy-3, 5-di-Op-toluoyl-~-erythro-pento-furanose (5), 14 which has been sucessfully ...

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