Article

Synthesis of 2'-O-beta-d-Ribofuranosylnucleosides.

Russian Academy of Sciences, Engelhardt Institute of Molecular Biology, Moscow, Russia.
Current protocols in nucleic acid chemistry / edited by Serge L. Beaucage ... [et al.] 02/2007; Chapter 1:Unit 1.14. DOI:10.1002/0471142700.nc0114s27
Source: PubMed

ABSTRACT A simple and efficient method for the preparation of 2-O-beta-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-beta-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-beta-D-ribofuranosylnucleosides in an overall yield of 46% to 72%.

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Keywords

2-O-beta-D-ribofuranosylnucleosides
 
efficient method
 
minor tRNA components
 
N-protected 3,5-O-tetra-isopropyldisiloxane-1,3-diyl-ribonucleosides
 
small excess
 
Subsequent deprotection
 
tin tetrachloride