2′-Deoxy-2′-alkoxylaminouridines: Novel 2′-substituted uridines prepared by intramolecular nucleophilic ring opening of 2,2′-O-anhydrouridines

Autor: S. S. O'rourke, Wolfgang Pieken, Danny P. C. McGee, David P. Sebesta, Rogelio L. Martinez
Rok vydání: 1996
Předmět:
Zdroj: Tetrahedron. 52:14385-14402
ISSN: 0040-4020
DOI: 10.1016/0040-4020(96)00870-8
Popis: Natural and unnatural modified nucleosides and nucleotides play important roles in biology, medicine, and as biomedical research tools. Reported herein is an application of synthetic methodology developed for the stereo- and regiospecific introduction of structural modifications at the 2′-position of uridine nucleosides. A novel class of modified nucleosides, 2′-alkoxylamino-2′-deoxy uridines, are prepared by intramolecular nucleophilic addition of a 3′-tethered alkoxycarbamate nucleophile to the 2′-position with concomitant opening of a 2,2′-anhydrouridine.
Databáze: OpenAIRE