title: A tractable and efficient one-pot synthesis of 5'-Azido-5'-deoxyribonucleosides.
abstract: Synthetic routes to 5'-azidoribonucleosides are reported for adenosine, cytidine, guanosine, and uridine, resulting in a widely applicable one-pot methodology for the synthesis of these and related compounds. The target compounds are appropriate as precursors in a variety of purposive syntheses, as the synthetic and therapeutic relevance of azido- and amino-modified nucleosides is expansive. Furthermore, in the conversion of alcohols to azides, these methods offer a tractable alternative to the Mitsunobu and other more difficult reactions.
authors.affiliation: Chemistry Program, California State University Channel Islands, One University Drive, Camarillo, CA 93012, USA. peterson.tv@gmail.com.
authors.forename: Theodore V
authors.initials: TV
authors.lastname: Peterson
authors.affiliation: Chemistry Program, California State University Channel Islands, One University Drive, Camarillo, CA 93012, USA. tobin.streamland@gmail.com.
authors.forename: Tobin U B
authors.initials: TU
authors.lastname: Streamland
authors.affiliation: Chemistry Program, California State University Channel Islands, One University Drive, Camarillo, CA 93012, USA. ahmed.awad@csuci.edu.
authors.forename: Ahmed M
authors.initials: AM
authors.lastname: Awad
mesh_terms: D000241:Adenosine / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry; D001386:Azides / Q000138:chemical synthesis / Q000737:chemistry*; D003562:Cytidine / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000138:chemical synthesis / Q000737:chemistry*; D014529:Uridine / Q000737:chemistry
chemical_list: D000438:Alcohols; D001386:Azides; D003853:Deoxyribonucleosides; D003562:Cytidine; D000241:Adenosine; D014529:Uridine