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沈新华, 徐芳, 廖清江. 3.3.5-三甲基环己醇酯类的合成[J]. 中国药科大学学报, 1983, (2): 19-26.
引用本文: 沈新华, 徐芳, 廖清江. 3.3.5-三甲基环己醇酯类的合成[J]. 中国药科大学学报, 1983, (2): 19-26.
Shen Xinhua, Xu Fang, Liao Qingjiang. SYNTHESIS OF 3.3.5-TRIMETHYLCYCLOHEXANOL ESTERS[J]. Journal of China Pharmaceutical University, 1983, (2): 19-26.
Citation: Shen Xinhua, Xu Fang, Liao Qingjiang. SYNTHESIS OF 3.3.5-TRIMETHYLCYCLOHEXANOL ESTERS[J]. Journal of China Pharmaceutical University, 1983, (2): 19-26.

3.3.5-三甲基环己醇酯类的合成

SYNTHESIS OF 3.3.5-TRIMETHYLCYCLOHEXANOL ESTERS

  • 摘要: 为了寻找扩张脑血管的新药,本文用D(-)-(?)-氨基丁醇将(±)-(?)羟基苯乙酸(扁桃酸)拆分成左、右旋对映体,再分别与顺式3.3.5-三甲基环已醇酯化,制得二个有旋光性的环扁批酸酯(Ⅵ,Ⅶ);此外,还合成了与它们相应的菸酸酯盐酸盐(Ⅷ,Ⅸ)及安妥明酸酯(Ⅹ,Ⅺ)。 (±)环扁桃酸酯的安妥明酸酯(Ⅲ)、丙酸酯(Ⅳ)及2-甲基丙酸酯(Ⅴ)、3.3.5-三甲基环已醇的顺反异构体的3.4-二甲氧基苯甲酸酯(ⅩⅢ、ⅪⅤ)和3.4.5-三甲氧基苯甲酸酯(ⅩⅤ.ⅩⅥ)也分别被合成。

     

    Abstract: For search of new cerebral vasodilator, (±) -2-hydroxyl-phenylacetic acid (mandelic acid) was resolved with D(-)-2-aminobutanol into enantiomers, from which optical isomers (Ⅵ ,Ⅶ) of cyclandelate were prepared respectively by esterification with cis-3.3.5—trimethylcyclohexanol. The following esters were also prepared; the corresponding nicotinate hydrochlorides (Ⅶ, IX) and 2- (p-chloropheaoxyl) 2-methyl-propionate( X , Ⅺ), 2-(p-chlorophenoxy) 2-methylpropionate (Ⅲ), propionate(IV) and 2—methylpropionate ( V ) of cyclandelate, the 3.4-dimethoxybenzoate (ⅩⅢ,ⅪⅤ) and 3. 4. 5—trimethoxybenzoate (ⅩⅤ,ⅩⅥ) of cis and trans isomers of 3.3.5-trimethylcyclohexanol.

     

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