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【结 构 式】 
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【药物名称】Clinofibrate, S-8527, Lipoclin 【化学名称】[Cyclohexylidenebis(4,1-phenyleneoxy)]bis(2-butyl-2-carboxylic acid) 【CA登记号】30299-08-2 【 分 子 式 】C28H36O6 【 分 子 量 】468.59552 |
【开发单位】Sumitomo Pharmaceuticals (Originator) 【药理作用】Lipoprotein Disorders, Treatment of , METABOLIC DRUGS, Fibrates |
合成路线1
Compound can be prepared by several different ways: 1) By condensation of cyclohexylidenebis(4-hydroxyphenyl) (I) with 2-butanone (A) and CHCl3 by means of NaOH or KOH at 50-150 C. 2) By alkylation of cyclohexylidenebis(4,1-phenyleneoxy)bis(2-butanoic acid) diethyl ester (III) with NaH and methyl iodide in DMF to give the ester (IV), which is then hydrolyzed with K2CO3 in methanol. 3) By oxidation of cyclohexylidenebis(4,1-phenyleneoxy)bis(2-oxo-3-methyl-3-pentyl) (II) with sodium hypobromite or potassium hypochlorite in dioxane - water.
| 【1】 Nakamura, Y.; et al.; Phenoxy carboxylic acid derivative. BE 0748970; FR 2042333; US 3716583 . |
| 【2】 Yoshitake, A.; et al.; JP 7354047 . |
| 【3】 Nakamura, Y.; et al.; JP 7248378 . |
| 【4】 Roberts, P.J.; Castaner, J.; S-8527. Drugs Fut 1977, 2, 5, 328. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 33891 | Methyl ethyl ketone; 2-Butanone | 78-93-3 | C4H8O | 详情 | 详情 |
| (I) | 33890 | 4-[1-(4-hydroxyphenyl)cyclohexyl]phenol | 843-55-0 | C18H20O2 | 详情 | 详情 |
| (II) | 33892 | 3-(4-[1-[4-(1-ethyl-1-methyl-2-oxopropoxy)phenyl]cyclohexyl]phenoxy)-3-methyl-2-pentanone | C30H40O4 | 详情 | 详情 | |
| (III) | 33893 | ethyl 2-[4-(1-[4-[1-(ethoxycarbonyl)propoxy]phenyl]cyclohexyl)phenoxy]butanoate | C30H40O6 | 详情 | 详情 | |
| (IV) | 33894 | ethyl 2-[4-(1-[4-[1-(ethoxycarbonyl)-1-methylpropoxy]phenyl]cyclohexyl)phenoxy]-2-methylbutanoate | C32H44O6 | 详情 | 详情 |