175013-46-4Relevant academic research and scientific papers
Synthesis of a protected keto-lysidine analogue via improved preparation of arabino-isocytosine nucleosides
Sweeney, Joseph B.,Bethel, Paul A.,Gill, Duncan M.,Ochocińska, Agata M.,Walsh, Anthony E.J.,Walton, Scarlett M.
supporting information, p. 2004 - 2007 (2019/04/10)
Anhydrouridines react with aliphatic amines to give N-alkyl isocytosines, but reported procedures often demand very long reaction times and can be low yielding, with narrow scope. A modified procedure for such reactions has been developed, using microwave
2'-Deoxy-2'-alkoxyaminouridines: Novel 2'-substituted uridines prepared by intramolecular nucleophilic ring opening of 2,2'-O-anhydrouridines
Sebesta, David P.,O'Rourke, Sarah S.,Martinez, Rogelio L.,Pieken, Wolfgang A.,McGee, Danny P. C.
, p. 14385 - 14402 (2007/10/03)
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.
