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Updated: May 2, 2026

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
A tractable and efficient one-pot synthesis of 5'-Azido-5'-deoxyribonucleosides
Theodore V Peterson1, Tobin U B Streamland2, Ahmed M Awad3
1Chemistry Program, California State University Channel Islands, One University Drive, Camarillo, CA 93012, USA. peterson.tv@gmail.com.
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.
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