title: Effective synthesis of 3'-deoxy-3'-azido nucleosides for antiviral and antisense ribonucleic guanidine (RNG) applications.
abstract: Two synthetic routes to 3'-deoxy-3'-azido nucleosides are described, one toward the synthesis of 3'-deoxy-3'-azidouridine and a second toward 3'-deoxy-3'-azidocytidine. The target compounds may serve as precursors to provide building blocks for use in automated synthesis of guanidine-linked RNA analogs (RNG) or oligonucleotide N3'→P5' phosphoramidates. Moreover, the synthetic approaches are adaptable to the general synthesis of 3'-substituted 3'-deoxynucleosides for development of new antiviral drugs.
authors.affiliation: Chemistry Program, California State University Channel Islands, Camarillo, CA 93012, USA.
authors.forename: Eric R
authors.initials: ER
authors.lastname: Samuels
authors.forename: Joshua
authors.initials: J
authors.lastname: McNary
authors.forename: Maribel
authors.initials: M
authors.lastname: Aguilar
authors.forename: Ahmed M
authors.initials: AM
authors.lastname: Awad
mesh_terms: D001386:Azides / Q000138:chemical synthesis*; D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D016372:RNA, Antisense / Q000138:chemical synthesis*
chemical_list: D001386:Azides; D009838:Oligodeoxyribonucleotides; D016372:RNA, Antisense; D003841:Deoxycytidine; D003857:Deoxyuridine