NH-3

Chemical Name: 2-[4-[4-Hydroxy-3-isopropyl-5-(4-nitrophenylethynyl)benzyl]-3,5-dimethylphenoxy]acetic acid
项目整合开发状态: Preclinical
项目研究机构: University of California, San Francisco (Originator)
合成路线:Metalation of the biarylmethane derivative (I) by means of butyllithium,followed by iodination with N-iodosuccinimide,leads to aryl iodide (II).After desilylation of (II) using tetrabutylammonium fluoride,the resultant phenolic compound (III) is alkylated with methyl bromoacetate (IV) to produce ether (V).Palladium-catalyzed coupling between aryl iodide (V) and the phenylethynyl boronate reagent (VI) furnishes the diaryl acetylene (VII).The amino group of (VII) is oxidized to the corresponding nitro derivative employing m-chloroperbenzoic acid,and the methoxymethyl protecting group is then removed by acidic hydrolysis to afford (VIII).Finally,methyl ester hydrolysis in (VIII) in the presence of LiOH gives the target carboxylic acid.