ethyl 2-ethoxy-6-pentadecylbenzoate -Drug Synthesis Database

【结构式】

【分子编号】61866

【品名】ethyl 2-ethoxy-6-pentadecylbenzoate

【CA登记号】

【分子式】C₂₆H₄₄O₃

【分子量】404.63356

【元素组成】C 77.18% H 10.96% O 11.86%

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：(II)

Treatment of anacardic acid (I) with diethyl sulfate produces the dialkylated derivative (II). Ester group reduction in (II) employing LiAlH4 then yields the benzylic alcohol (III), which is further oxidized to aldehyde (IV) with pyridinium chlorochromate. Condensation of aldehyde (IV) with ethyl acetoacetate (V) in the presence of piperidine and AcOH gives the benzylidene acetoacetate (VI). This is finally condensed with enamino ester (VII) under modified Hantzsh conditions to furnish the target dihydropyridine compound.

参考文献中间体

合成目标

【1】 Kumar, P.P.; et al.; Synthesis and evaluation of a new class of nifedipine analogs with T-type calcium channel blocking activity. Mol Pharmacol 2002, 61, 3, 649.

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)	61865	2-hydroxy-6-pentadecylbenzoic acid		C₂₂H₃₆O₃	详情	详情
(II)	61866	ethyl 2-ethoxy-6-pentadecylbenzoate		C₂₆H₄₄O₃	详情	详情
(III)	61867	(2-ethoxy-6-pentadecylphenyl)methanol		C₂₄H₄₂O₂	详情	详情
(IV)	61868	2-ethoxy-6-pentadecylbenzaldehyde		C₂₄H₄₀O₂	详情	详情
(V)	11819	ethyl acetoacetate; ethyl 3-oxobutanoate；Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate	141-97-9	C₆H₁₀O₃	详情	详情
(VI)	61869	ethyl (Z)-2-acetyl-3-(2-ethoxy-6-pentadecylphenyl)-2-propenoate		C₃₀H₄₈O₄	详情	详情
(VII)	13331	isopropyl (E)-3-amino-2-butenoate	143093-33-8	C₇H₁₃NO₂	详情	详情

Extended Information