An Alternative Pathway to Ribonucleoside beta-Hydroxyphosphonate Analogues and Related Prodrugs

作者:Hospital Audrey; Meurillon Maia; Peyrottes Suzanne*; Perigaud Christian
来源:Organic Letters, 2013, 15(18): 4778-4781.
DOI:10.1021/ol402143y

摘要

Nucleoside beta-(S)-hydroxyphosphonate analogues have recently proven to be interesting bioactive compounds as 5'-nucleotidase inhibitors. These derivatives were obtained in a pyrimidine series through an ex-chiral pool pathway or the stereoselective reduction of beta-ketophosphonate intermediate. Herein, an original synthesis of these compounds using nucleoside epoxide intermediates, containing either a pyrimidine or a purine as nucleobase, was explored and allowed the direct synthesis of the corresponding bis S-acyl-2-thioethyl (SATE) prodrugs.

  • 出版日期2013-9-20