Seratrodast, ABT-001, A-73001, Abbott-73001, AA-2414, Bronica

合成路线:The reaction of pimelic acid monoester (I) with refluxing SOCl2 gives the corresponding acid chloride (II),which by a Friedel-Craft's condensation with benzene (AlCl3 as catalyst) is converted into 6-benzoylhexanoic acid ethyl ester (III).The reduction of (III) with NaBH4 in methanol affords 7-hydroxy-7-phenylheptanoic acid ethyl ester (IV),which is hydrolyzed with NaOH in hot THF - water to yield the corresponding free acid (V).Finally,this compound is condensed with trimethylhydroquinone (VI) by means of boron trifluoride ethearate in hot toluene.

参考文献标题:Quinone amides,their production and use
文献作者:Terao,S.; Maki,Y.(Takeda Chemical Industries,Ltd.)
参考来源:EP 0232089; JP 1987246545


合成路线:The reaction of pimelic acid monoester (I) with refluxing SOCl2 gives the corresponding acid chloride (II),which by a Friedel-Craft's condensation with benzene (AlCl3 as catalyst) is converted into 6-benzoylhexanoic acid ethyl ester (III).The reduction of (III) with NaBH4 in methanol affords 7-hydroxy-7-phenylheptanoic acid ethyl ester (IV),which is hydrolyzed with NaOH in hot THF - water to yield the corresponding free acid (V).Finally,this compound is condensed with trimethylhydroquinone (VI) by means of boron trifluoride ethearate in hot toluene.

参考文献标题:Quinones.4.Novel eicosanoid antagonists: Synthesis and pharmacological evaluation
文献作者:Shiraishi,M.; Kato,K.; Terao,S.; Ashida,Y.; Terashita,Z.-I.; Kito,G.
参考来源:J Med Chem 1989,32(9),2214-21


合成路线:The reaction of pimelic acid monoester (I) with refluxing SOCl2 gives the corresponding acid chloride (II),which by a Friedel-Craft's condensation with benzene (AlCl3 as catalyst) is converted into 6-benzoylhexanoic acid ethyl ester (III).The reduction of (III) with NaBH4 in methanol affords 7-hydroxy-7-phenylheptanoic acid ethyl ester (IV),which is hydrolyzed with NaOH in hot THF - water to yield the corresponding free acid (V).Finally,this compound is condensed with trimethylhydroquinone (VI) by means of boron trifluoride ethearate in hot toluene.

参考文献标题:AA-2414
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1990,15(8),783


合成路线:The reaction of pimelic acid monoester (I) with refluxing SOCl2 gives the corresponding acid chloride (II),which by a Friedel-Craft's condensation with benzene (AlCl3 as catalyst) is converted into 6-benzoylhexanoic acid ethyl ester (III).The reduction of (III) with NaBH4 in methanol affords 7-hydroxy-7-phenylheptanoic acid ethyl ester (IV),which is hydrolyzed with NaOH in hot THF - water to yield the corresponding free acid (V).Finally,this compound is condensed with trimethylhydroquinone (VI) by means of boron trifluoride ethearate in hot toluene.
参考文献标题:Quinone derivatives: Synthesis and structure-activity relations of a novel class of eicosanoid antagonists,AA-2414 and its analogs
文献作者:Terao,S.
参考来源:Advances in Prostaglandin,Thromboxane and Leukotriene Research 1989,19651-654