Journal
TETRAHEDRON
Volume 63, Issue 45, Pages 11195-11203Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.07.102
Keywords
RNA synthesis; hydroxyl protecting group; beta-elimination; siRNA
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It was found that 2'-O-cyanoethyl group could be removed from 2'-O-cyanoethylated ribonucleoside derivatives by treatment with Bu4NF. This finding was successfully applied to the synthesis of oligoribonucleotides via their 2'-O-cyanoethylated derivatives as key intermediates where a cyanoethyl group was used as the 2'-hydroxyl protecting group. The rate of condensation using this protecting group in the presence of various activators was generally faster than that observed when a TBDMS group was used as the protecting group. (c) 2007 Elsevier Ltd. All rights reserved.
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