Pyrimidine acyclo-C-nucleosides by ring transformations of 2-formyl-L-arabinal

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Date
2005
Volume
10
Issue
8
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Publisher
Basel : MDPI
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Abstract

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,25-1,2-bis(benzyloxy)-3-hydroxypropyl][1,2,4]-triazolo[1,5-a]pyrimidine(5) .

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Keywords
Fused pyrimidines, Glycals, Nucleoside analogues, Push-pull alkenes, Pyrimidines, Ring transformation, 3,4 di O benzyl 2 formylarabinal, 3,4-di-O-benzyl-2-formylarabinal, arabinose, drug derivative, pyrimidine nucleoside, article, chemistry, nuclear magnetic resonance spectroscopy, synthesis, Arabinose, Magnetic Resonance Spectroscopy, Pyrimidine Nucleosides
Citation
Bari, A., Feist, H., Michalik, M., & Peseke, K. (2005). Pyrimidine acyclo-C-nucleosides by ring transformations of 2-formyl-L-arabinal. 10(8). https://doi.org//10.3390/10080837
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CC BY-NC-SA 3.0 Unported