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An improved method for the preparation of 2′,3′-unsaturated nucleosides: Synthesis of stereospecifically labelled ketonucleosides

✍ Scribed by Jean Herscovici; Roland Montserret; Kostas Antonakis

Publisher
Elsevier Science
Year
1988
Tongue
English
Weight
597 KB
Volume
176
Category
Article
ISSN
0008-6215

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✦ Synopsis

2',3'-Unsaturated nucleosides have been prepared in excellent yields under mild conditions by the condensation of acetylated glycals with purine or pyrimidine derivatives in the presence of trityl perchlorate. The synthesis of ((w-and P-hex-Z enopyranosyl-4-ulose)theophylline nucleosides labelled at position 3' with deuterium is described.

'Under nitrogen at room temperature. *ALL new compounds were fully characterised. cAll yields refer to isolated compounds. Wash chromatography. eColumn chromatography. fT.1.c. indicated the presence of the a anomer (lO-15%), but only 17 could be isolated.

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