Oxo-analogues of 20-hydroxyecdysone in the synthesis of novel fluorinated ecdysteroid derivatives

摘要

Novel side chain omega-fluorinated ecdysteroid analogues were obtained starting from omega-functionalized ecdysteroids. Thus, the reaction of diacetonides of 25RS-hydroxy-and 24-hydroxy 27-nor-and 25,26,27-tris-nor-20-hydroxyecdysone derivatives with diethylaminosulfur trifluoride (DAST) involves replacement of the terminal hydroxyl group and dehydration at the 14-position to give 25RS-fluoro-and 24-fluoro-14-anhydro analogues of ecdysteroids.