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Proton magnetic resonance study of the conformations of 3′,5′-O-(di-tert-butylsilanediyl) nucleosides

✍ Scribed by Tatsuo Katsura; Katsuhiko Ueno; Kiyotaka Furusawa

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
393 KB
Volume
31
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The solution conformations of nine 3′,5′‐O‐(di‐tert‐butylsilanediyl) nucleosides, new sila analogues of cyclic nucleotides, were studied by proton NMR spectroscopy. The furanose rings of all the compounds studied are forced to take on the C‐3′‐endo conformation by the 3′,5′‐cyclization. The conformations at the glycosidic bond of the adenosine and deoxyadenosine derivatives were determined as mixtures of syn and anti conformations by the DESERT method; the fractions of anti conformation for these derivatives were 0.58 and 0.41, respectively.

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