Synthesis of Ribavirin Analogues Containing Amino‐Acid Residues

Abstract

A convenient procedure for coupling 1,2,3,5‐tetra‐O‐acetyl‐β‐D‐ribofuranose and 4‐nitroimidazole was developed to obtain β‐anomer as the major product. A novel category of nucleoside analogues with the introduction of natural L‐amino acids to the base moiety were designed and synthesized to develop selective and effective antiviral agents.

Keywords:

• Amino acid
• glycosidation
• nucleoside
• ribavirin

Acknowledgment

We thank the National Natural Science Foundation of China (No. 20172049) and our university for financial support.

Notes

^†The ratio was obtained by chromatography and HPLC, which used a C₁₈ reverse‐phase analytical column and an MeCN/H₂O solvent system (MeCN/H₂O=2:7) as eluent. The product β appeared first at 12.967 min in the HPLC, and the compound α emerged at 17.938 min.