3(S)-HYDROXY-5-METHYLNON-1-ENE COMPOUND AND ITS PREPARATION

摘要

NEW MATERIAL:The 3(S)-hydroxy-5(S)-or (R)-methylnon-1-ene compound of formulaI(X is halogen; A is H or OH-protecting group). EXAMPLE:3(S)-Hydroxy-1-iodo-5(S)-methylnon-1-ene. USE:A synthetic intermediate of prostaglandins such as optically active 4-thiaprostaglandins active to the smooth muscles, blood pressure, lipid metabolism, blood platelet coagulation, etc. and useful as a medicine. PROCESS:The enone compound of formula II is subjected to asymmetric reduction by reacting with the asymmetric reducing agent of formula III in an inert organic solvent at -70--100 deg.C for several minutes to 5hr. If necessary, the steric isomer at the 5-position asymmetric carbon atoms of the reaction product is separated, and if necessary, the 3-position OH group is protected to obtain the objective compound of formulaI.