Synthesis of 2′‐O‐β‐d‐Ribofuranosylnucleosides

A simple and efficient method for the preparation of 2‐O‐β‐D‐ribofuranosylnucleosides, minor tRNA components, is described in this unit. The method consists of condensation of a small excess of 1‐O‐acetyl‐2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranose activated with tin tetrachloride with N‐protected 3,5‐O‐te...

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Veröffentlicht in:Current Protocols in Nucleic Acid Chemistry 2007, Vol.27 (1), p.1.14.1-1.14.19
Hauptverfasser: Mikhailov, Sergey N., Efimtseva, Ekaterina V., Rodionov, Andrei A., Bobkov, Georgii V., Kulikova, Irina V., Herdewijn, Piet
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Sprache:eng
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Zusammenfassung:A simple and efficient method for the preparation of 2‐O‐β‐D‐ribofuranosylnucleosides, minor tRNA components, is described in this unit. The method consists of condensation of a small excess of 1‐O‐acetyl‐2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranose activated with tin tetrachloride with N‐protected 3,5‐O‐tetra‐isopropyldisiloxane‐1,3‐diyl‐ribonucleosides in 1,2‐dichloroethane. Subsequent deprotection produces 2‐O‐β‐D‐ribofuranosylnucleosides in an overall yield of 46% to 72%.
ISSN:1934-9270
1934-9289
DOI:10.1002/0471142700.nc0114s27