【药物名称】
化学结构式(Chemical Structure):
参考文献No.41322
标题:2,3,5-Substd. biphenyls useful in the treatment of insulin resistance and hyperglycemia
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.)
来源:WO 9961410
合成路线图解说明:

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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