新产品编号:658621
Chemical Name: [3,3''-Dichloro-5'-(dodecylcarbamoyl)[1,1':3',1''-terphenyl]-2'-yloxy]acetic acid
CAS No. 251475-05-5
项目整合开发状态: Preclinical
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:Bromination of ethyl 4-hydroxybenzoate (I) by means of N-bromosuccinimide and HBF4.Et2O produced ethyl 3-bromo-4-hydroxybenzoate (II),which was further iodinated to (III) employing I2 and K2CO3.Subsequent condensation of (III) with ethylene glycol under Mitsunobu conditions afforded (hydroxyethyl)ether (IV).Palladium-catalyzed coupling of (IV) with 3-chlorophenylboronic acid (V) gave rise to terphenyl derivative (VI).Amide (VII) was then obtained by treatment of ester (VI) with n-dodecylamine in the presence of butyllithium.Finally,alcohol (VII) oxidation using N-methylmorpholine-N-oxide and tetrapropylammonium perruthenate furnished the title carboxylic acid.
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参考文献标题:2,3,5-Substd.biphenyls useful in the treatment of insulin resistance and hyperglycemia
文献作者:Butera,J.A.; Caufield,C.E.; Greenfield,A.; Gundersen,E.G.; Lennox,J.R.; Graceffa,R.F.; Mayer,S.C.; Katz,A.H.; McDevitt,R.E.; Havran,L.M.(American Home Products Corp.)
参考来源:WO 9961410