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Synthesis of 1,4-anhydro-2-deoxy-D-ribitol derivatives from thymidine
1Ribozyme Pharmaceuticals Inc., Boulder, Colorado 80301, USA. serebru@rpi.com
Abstract:
1,2-Dideoxyribose 5-O-succinate, a component of solid support employed in the synthesis of ribozymes, was synthesized from thymidine. The key step was elimination of nucleobase from 2 to afford glycal 3. A number of catalysts for this reaction were tested, resulting in improved and scaleable synthesis. Hydrogenation of the resulting glycal afforded 1,2-dideoxyribose derivative 4 in a high yield.
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