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Synthesis of 5-aza-7-deazapurine and 3,7-dideazapurine 2'-deoxyribofuranosides by solid-liquid phase-transfer glycosylation.

作者信息

Seela F, Rosemeyer H, Bourgeois W

机构信息

Laboratorium für Organische und Bioorganische Chemie, Universität Osnabrück, FRG.

出版信息

Nucleic Acids Symp Ser. 1987(18):49-52.

PMID:3697149
Abstract

The 2'-deoxyguanosine isostere 1 as well as the pyrrolo [3,2-c] pyridine 2'-deoxyribofuranosides 2a,b and 3a-d have been synthesized in high yield by solid-liquid phase-transfer glycosylation. It was shown that only the strongly nucleophilic pyrrolo [3,2-c] pyridines formed exclusively beta-2'-deoxyribofuranosides, whereas weakly nucleophilic imidazo [1,2-a]-s-triazines gave mixtures of anomers.

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