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Synthesis and Biological Evaluation of 3-Chloro-4-(D-Ribofuranosyl)-Pyridine and 3-(D-Ribofuranosyl)-2- Pyridone
Authors:M. Belmans  I. Vrijens  E. L. Esmans  J. A. Lepoivre  F. C. Alderweireldt  L. L. Wotring
Affiliation:1. Laboratory for Organic Chemistry , University of Antwerp;2. University of Michigan
Abstract:Abstract

Condensation of 2-fluoro-3-lithio pyridine and 3-chloro-4-lithio pyridine with 2,4:3,5-di-O-benzylidene-alde-hydo-D-ribose gives the corresponding D-allo- and D-altro-addition products. These were converted into the corresponding mesylates and cyclized to the ribofuranosyl nucleosides with an overall yield of 60–70 %. Both nucleosides did not show any inhibitory effect on L-1210-cells.
Keywords:
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