Abstract

A new method for the synthesis of natural RNAs was developed via 2'-O-cyanoethylated RNA derivatives as available precursors. It was found that the cyanoethyl groups of 2'-O-cyanoethylated RNAs could be removed by use of the reverse reaction of the Michael addition of alcohols with acrylonitrile to afford 2'-unprotected RNAs. In addition, new ribonucleoside 3'-phosphoramidite building blocks having the cyanoethyl group as the 2'-hydroxyl protecting group have sterically less hindered circumstance around the 3' reaction site than the commercially available phosphoramidite building blocks.

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