1. Department of Life Science, Tokyo Institute of Technology;2. CREST, JST (Japan Science and Technology Agency);3. On leave from the Medical University of Lodz, Poland.;4. Frontier Collaborative Research Center, Tokyo Institute of Technology
Abstract:
We describe basic chemical properties of 4,5‐di(ethoxycarbonyl)‐1,3‐dioxolan‐2‐yl (DECDO) in view of its use as a protecting group for the 2′‐hydroxyl function of ribonucleosides. The DECDO group is found to be compatible with the DMTr strategy for the currently‐used oligonucleotide synthesis. Post‐synthetic treatment with ammonia results in the conversion of this protecting group into the 4,5‐dicarbamoyl‐1,3‐dioxolan‐2‐yl (DCBDO) group which is unexpectedly more stable in aqueous acidic solution.