Pyrimidine Acyclo-C-Nucleosides by Ring Transformations of 2-Formyl-L-arabinal

Molecules

Ahmed Bari²  Holger Feist²  Manfred Michalik¹ 

[1] Leibniz-Institut für Organische Katalyse, Buchbinderstr. 5–6, D-18055 Rostock, Germany;Institut für Chemie der Universität Rostock, D-18051 Rostock, Germany

关键词: Glycals;    nucleoside analogues;    pyrimidines;    fused pyrimidines;    push-pull alkenes;    ring transformation;   

DOI  :  10.3390/10080837

来源: mdpi

【 摘 要 】

The protected 2-formyl-L-arabinal 2 reacted with thiourea and cyanamide in the presence of sodium hydride to afford via ring transformations the 5-[1R,2S-1,2-bis(benzyloxy)-3-hydroxypropyl]-1,2-dihydropyrimidines 3 and 4, respectively. Similarly, treatment of 2 with 3-amino-2H-1,2,4-triazole yielded 6-[1R,2S-1,2-bis(benzyloxy)-3-hydroxypropyl][1,2,4]-triazolo[1,5-a]pyrimidine (5).

【 授权许可】

Unknown   
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