合成路线:The condensation of genanyl bromide (VIII) with methyl 4,4-dimethoxyacetylacetate (IX) by means of sodium ethoxide in refluxing ethanol gives 1,1-dimethoxy-6,10-dimethyl-5,9-undecadiene-2-one (X),which is submitted to a Wittig condensation with (4-methyl-6-tetrahydropyranyloxy-4-hexenyl)triphenyl phosphonium iodide by means of n-butyllithium in hexane yielding 7-formyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol (XII).Finally,this compound is reduced with NaBH4 in ethanol.
参考文献标题:Polyprenyl piperazines
文献作者:Mishima,H.; Ogiso,A.; Kobayashi,S.(Sankyo Co.,Ltd.)
参考来源:DE 2717990; FR 2348907; FR 2422617; GB 1534111; JP 52131507; US 4151357
合成路线:By a Wittig condensation of 5,9-dimethyl-4,8-decadien-1-yltriphenylphosphonium iodide (I) with 4-methyl-6-tetrahydropyranyloxy-4-hexenal (II) using butyllithium as condensing agent in THF,followed by reaction with paraformaldehyde and sec-butyl lithiurn in the same solvent.
合成路线:The condensation of homogeranyl iodide (III) with diethyl ethoxycarbony-methylphosphonate (IV) by means of NaH in diethoxyethane gives the phosphorane (V),which by a Wittig condensation with 4-methyl-6-acetoxy-4-hexenal (VI) by means of NaH yields 7-(ethoxycarbonyl)-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol acetate (VII).Finally,this compound is reduced and hydrolyzed by treatment with LiAlH4.
合成路线:The condensation of genanyl bromide (VIII) with methyl 4,4-dimethoxyacetylacetate (IX) by means of sodium ethoxide in refluxing ethanol gives 1,1-dimethoxy-6,10-dimethyl-5,9-undecadiene-2-one (X),which is submitted to a Wittig condensation with (4-methyl-6-tetrahydropyranyloxy-4-hexenyl)triphenyl phosphonium iodide by means of n-butyllithium in hexane yielding 7-formyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol (XII).Finally,this compound is reduced with NaBH4 in ethanol.
参考文献标题:Plaunotol
文献作者:Castar,J.; Serradell,M.N.; Blancafort,P.
参考来源:Drugs Fut 1983,8(11),930
合成路线:The condensation of homogeranyl iodide (III) with diethyl ethoxycarbony-methylphosphonate (IV) by means of NaH in diethoxyethane gives the phosphorane (V),which by a Wittig condensation with 4-methyl-6-acetoxy-4-hexenal (VI) by means of NaH yields 7-(ethoxycarbonyl)-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol acetate (VII).Finally,this compound is reduced and hydrolyzed by treatment with LiAlH4.
参考文献标题:Polyprenyl derivatives
文献作者:Mishima,H.; Ogiso,A.; Kobayashi,S.
参考来源:CH 629471; DE 2652256; FR 2332009; GB 1533377; JP 52062213; US 4059641
合成路线:By a Wittig condensation of 5,9-dimethyl-4,8-decadien-1-yltriphenylphosphonium iodide (I) with 4-methyl-6-tetrahydropyranyloxy-4-hexenal (II) using butyllithium as condensing agent in THF,followed by reaction with paraformaldehyde and sec-butyl lithiurn in the same solvent.
参考文献标题:Isolation and structure of antipeptic ulcer diterpene from Thai medicinal plant
文献作者:Ogiso,A.; et al.
参考来源:Chem Pharm Bull 1978,26(10),3117-23
产品链接: CAS No. 64218-02-6››