合成路线:The Friedel-Kraft condensation of 3,4,5-trimethoxytoluene (I) with ethyl 9-chloroformylnonanoate (II) by means of AlCl3 in nitrobenzene gives 9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid (III),which is reduced with Zn in refluxing aqueous HCl yielding 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid (IV).The oxidation of (IV) with potassium nitrosodisulfonate in water-acetone affords 2,3-dimethoxy-5-methyl-6-(9-carboxynonyl)benzoquinone (V),which is esterified with ethanol HCl to the corresponding ethyl ester (VI).Finally,this compound is reduced with LiAlH4 in ether.
参考文献标题:Aralkyl carboxylic acid compounds
文献作者:Morimoto,H.; Imada,I.; Watanabe,M.; Kawada,M.(Takeda Chemical Industries,Ltd.)
参考来源:BE 0828622; DE 2519730; FR 2269333; FR 2293194; JP 50148325; US 4139545; US 4525361
合成路线:The Friedel-Kraft condensation of 3,4,5-trimethoxytoluene (I) with ethyl 9-chloroformylnonanoate (II) by means of AlCl3 in nitrobenzene gives 9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid (III),which is reduced with Zn in refluxing aqueous HCl yielding 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid (IV).The oxidation of (IV) with potassium nitrosodisulfonate in water-acetone affords 2,3-dimethoxy-5-methyl-6-(9-carboxynonyl)benzoquinone (V),which is esterified with ethanol HCl to the corresponding ethyl ester (VI).Finally,this compound is reduced with LiAlH4 in ether.
参考文献标题:Method for therapy of ischemic disease
文献作者:Imada,I.; Nagaoka,A.; Hirata,M.(Takeda Chemical Industries,Ltd.)
参考来源:DE 3049039; EP 0031727; JP 56097223; US 4436753
合成路线:The Friedel-Kraft condensation of 3,4,5-trimethoxytoluene (I) with ethyl 9-chloroformylnonanoate (II) by means of AlCl3 in nitrobenzene gives 9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid (III),which is reduced with Zn in refluxing aqueous HCl yielding 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid (IV).The oxidation of (IV) with potassium nitrosodisulfonate in water-acetone affords 2,3-dimethoxy-5-methyl-6-(9-carboxynonyl)benzoquinone (V),which is esterified with ethanol HCl to the corresponding ethyl ester (VI).Finally,this compound is reduced with LiAlH4 in ether.
参考文献标题:CV-2619
文献作者:Serradell,M.N.; Castar,J.; Blancafort,P.
参考来源:Drugs Fut 1983,8(7),583
产品链接: CAS No. 58186-27-9››