Synthesis of 24-methylenecholestan-3?,5?,6?-triol / 第三军医大学学报

ABSTRACT

Objective To synthesize 24-methylenecholestan-3?,5?,6?-triol,a compound same as a marine natural product,.Methods The target molecule was synthesized in 7 steps using hyodeoxycholic acid as the starting material,3?-(tetrahydropyran-2-yloxy)-cholest-5-ene-24-ketone as the key intermediate and isopropylation in Grignard reagents as the key step.Results The target molecule was synthesized in a total yield of 53% and confirmed by mass spectrometry(MS),proton magnetic resonance spectroscopy(1HNMR),carbon magnetic resonance spectroscopy,(13CNMR)and infrared spectroscopy(IR).Conclusion Our method to synthesize 24-methylene-cholestan-3?,5?,6?-triol is characterized by easily available and cheap starting material,short synthetic route,high yield and atom-economic.