ethyl (Z)-2-acetyl-3-(3-nitrophenyl)-2-propenoate -Drug Synthesis Database

【结构式】

【分子编号】30721

【品名】ethyl (Z)-2-acetyl-3-(3-nitrophenyl)-2-propenoate

【CA登记号】

【分子式】C₁₃H₁₃NO₅

【分子量】263.24996

【元素组成】C 59.31% H 4.98% N 5.32% O 30.39%

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)

1) The condensation of ethyl acetoacetate (I) with 3-nitrobenzaldehyde (II) in toluene gives ethyl 2-(3-nitrobenzylidene)acetoacetate (III), which is then cyclized with methyl 3-aminocrotonate (IV) [prepared from methyl acetoacetate (V) with NH3 and p-toluenesulfonic acid]; the reaction is carried out in refluxing ethanol.

参考文献中间体

合成目标

【1】 Wehinger, E.; Stoepel, K.; Vater, W.; Meyer, H.; Bossert, F.; Synthesis and comparative pharmacological studies of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylates with non-identical estes function. Arzneim-Forsch Drug Res 1981, 31, 3, 407-409.
【2】 Serradell, M.N.; Castaner, J.; Grau, M.; Blancafort, P.; Nitrendipine. Drugs Fut 1983, 8, 6, 508.

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)	11819	ethyl acetoacetate; ethyl 3-oxobutanoate；Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate	141-97-9	C₆H₁₀O₃	详情	详情
(II)	12646	3-Nitrobenzaldehyde	99-61-6	C₇H₅NO₃	详情	详情
(III)	30721	ethyl (Z)-2-acetyl-3-(3-nitrophenyl)-2-propenoate		C₁₃H₁₃NO₅	详情	详情
(IV)	11372	Methyl (E)-3-amino-2-butenoate; Methyl 3-aminocrotonate		C₅H₉NO₂	详情	详情
(V)	11791	methyl 3-oxobutanoate; Methyl acetoacetate	105-45-3	C₅H₈O₃	详情	详情

Extended Information