新产品编号:2125135

Chemical Name: 3beta-(3-Carboxy-3-methylbutyryloxy)oleanan-28-oic acid
项目整合开发状态: Biological Testing
项目研究机构: Biotech Research Laboratories (Originator), Chinese Academy of Sciences (Originator), University of North Carolina (Originator)
合成路线:Dihydrooleanolic acid (VI) was prepared from oleanolic acid (I) as follows.Acylation of (I) with Ac2O in pyridine gave 3-acetoxy oleanolic acid (II),which was converted to the corresponding methyl ester (III) upon treatment with diazomethane.Subsequent epoxidation of (III) by means of m-chloroperbenzoic acid afforded the 12,13-epoxy derivative (IV).Rearrangement of epoxide (IV) by refluxing with boron trifluoride etherate in benzene led to ketone (V).Wolff-Kishner reduction of the keto group of (V) with hydrazine and KOH in tripolyethylene glycol furnished dihydrooleanolic acid (VI).The title compound was then obtained by esterification of (VI) with 2,2-dimethylsuccinic anhydride (VII).