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【结 构 式】

【分子编号】24800

【品名】ethyl 4-(4-methylcyclohexyl)-4-oxobutanoate

【CA登记号】

【 分 子 式 】C13H22O3

【 分 子 量 】226.31588

【元素组成】C 68.99% H 9.8% O 21.21%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(V)

The reaction of di-tert-butyl malonate (I) with ethyl 2-bromoacetate (II) by means of NaH in THF gives di-tert-butyl 2-(ethoxycarbonylmethyl)malonate (III), which is condensed with trans-4-methylcyclohexylcarbonyl chloride (IV) by means of NaH in THF, and without isolation is treated with p-toluenesulfonic acid in refluxing toluene to afford trans-4-(4-methylcyclohexyl)-4-oxobutyric acid ethyl ester (V). Finally, this compound is hydrolyzed with aqueous NaOH.

1 Shinkai, H.; Ozeki, H.; Motomura, T.; Ohta, T.; Furukawa, N.; Uchida, I.; 4-(trans-4-Methylcyclohexyl)-4-oxobutyric acid (JTT-608). A new class of antidiabetic agent. J Med Chem 1998, 41, 27, 5420.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 14346 di(tert-butyl) malonate; Di-tert-butyl malonate 541-16-2 C11H20O4 详情 详情
(II) 16640 Ethyl 2-bromoacetate; Ethyl bromoacetate 105-36-2 C4H7BrO2 详情 详情
(III) 24798 1,1-di(tert-butyl) 2-ethyl 1,1,2-ethanetricarboxylate C15H26O6 详情 详情
(IV) 24799 4-methylcyclohexanecarbonyl chloride C8H13ClO 详情 详情
(V) 24800 ethyl 4-(4-methylcyclohexyl)-4-oxobutanoate C13H22O3 详情 详情
Extended Information