新产品编号:1949533

Chemical Name: (3beta,17Z)-3-Hydroxypregna-5,17(20)-dien-21-al oxime; (17Z)-21-(Hydroxyimino)pregna-5,17(20)-dien-3-beta-ol
项目整合开发状态: Preclinical
项目研究机构: Universit鋞 des Saarlandes (Originator)
合成路线:3-beta-Acetoxyandrost-5-en-17-one (I) was converted into enol triflate (II) by reaction with trifluoromethanesulfonic anhydride in the presence of a hindered base.The subsequent palladium-catalyzed coupling of (II) with ethyl vinyl ether produced a mixture of regioisomeric enol ethers which,after acid hydrolysis,afforded aldehyde (III) and ketone (IV).The minor aldehyde compound (III) was isolated by liquid chromatography and then converted into oxime (V) using hydroxylamine hydrochloride and NaOAc.Finally,the acetate ester group of (V) was hydrolyzed by means of methanolic KOH.