AR-C70484XX-药物合成数据库

【药物名称】AR-C70484XX

化学结构式(Chemical Structure):

参考文献No.	656641
标题:	Design and synthesis of a novel and potent series of inhibitors of cytosolic phospholipase A2 based on a 1,3-disubstituted propan-2-one skeleton
作者:	Connolly, S.; Bennion, C.; Botterll, S.; Croshaw, P.J.; Hallam, C.; Hardy, K.; Hartopp, P.; Jackson, C.G.; King, S.J.; Lawrence, L.; Mete, A.; Murray, D.; Robinson, D.H.; Smith, G.M.; Stein, L.; Walters, I.; Wells, E.; Withnall, W.J.
来源:	J Med Chem 2002,45(6),1348

合成路线图解说明: Monoalkylation of hydroquinone (I) with decyl bromide (II) under basic conditions provided 4-(decyloxy)phenol (III), which was further condensed with epichlorohydrin (IV) in the presence of Cs2CO3 to yield the glycidyl ether (V). Ring opening of epoxide (V) with allyl 4-hydroxybenzoate (VI) furnished adduct (VII). Then, oxidation of the secondary alcohol (VII) using the Dess-Martin reagent afforded the keto ester (VIII), which upon deprotection with palladium tetrakis(triphenylphosphine) gave the target carboxylic acid.