1,1-di(tert-butyl) 2-ethyl 1,1,2-ethanetricarboxylate -Drug Synthesis Database

【结构式】

【分子编号】24798

【品名】1,1-di(tert-butyl) 2-ethyl 1,1,2-ethanetricarboxylate

【CA登记号】

【分子式】C₁₅H₂₆O₆

【分子量】302.36784

【元素组成】C 59.58% H 8.67% O 31.75%

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：(III)

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.

参考文献中间体

合成目标

【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