A Tractable and Efficient One-Pot Synthesis of 5'-Azido-5'-deoxyribonucleosides

Molecules

Theodore V. Peterson¹  Tobin U. B. Streamland¹ 

[1] Chemistry Program, California State University Channel Islands, One University Drive, Camarillo, CA 93012, USA;

关键词: modified nucleosides;    5'-azido nucleosides;    Appel reaction;    Mitsunobu reaction;    antisense oligonucleotides;    ribonucleic guanidine (RNG);   

DOI  :  10.3390/molecules19022434

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.