title: Synthesis of 1,4-anhydro-2-deoxy-D-ribitol derivatives from thymidine.
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.
authors.affiliation: Ribozyme Pharmaceuticals Inc., Boulder, Colorado 80301, USA. serebru@rpi.com
authors.forename: V
authors.initials: V
authors.lastname: Serebryany
authors.forename: L
authors.initials: L
authors.lastname: Beigelman
mesh_terms: D003855:Deoxyribose / Q000031:analogs & derivatives*; D007202:Indicators and Reagents; D008968:Molecular Conformation; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
chemical_list: D007202:Indicators and Reagents; D003855:Deoxyribose; C043138:1,2-dideoxyribofuranose; D013936:Thymidine