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Synthesis of a pyrido[1,2-a]purine nucleoside by a novel ring cleavage-annulation reaction of 3-β-D-ribofuranosylimidazo-[4,5-d]-v-triazin-4-one

✍ Scribed by Steven H. Krawczyk; Leroy B. Townsend

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
268 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of 7-(2,3,5-tris-Q-(t-butyldimethylsilyl)-R~-~~f~osyl)i~dazo[4,5-~-v-~az~-4-one (1) with Mn@ in hot pyridine furnished 7-(2,3,5-tris-Q-(t-butyldimethylsilyl)-0do[ 1,2-a]purine (4). Treatment of 4 with tetra-a-butylammonium fluoride furnished the free nucleoside 5. Tricyclic nucleosides are of current interestI-not only for their biological activity, but also because many tricyclic nucleosides are fluorescent, and can serve as useful probes of biological processes. Additionally, several imidazo[ 1,2-glpurines ("Y" bases) have been found to occur in tRNA from several sources,4.5 and pyrimido-

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