ethyl (Z)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate -Drug Synthesis Database

【结构式】

【分子编号】30896

【品名】ethyl (Z)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate

【CA登记号】

【分子式】C₁₃H₁₃NO₄

【分子量】247.25056

【元素组成】C 63.15% H 5.3% N 5.66% O 25.88%

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 condensation of 4-hydroxy-3-methoxybenzaldehyde (I) with ethyl cyanoacetate (II) by means of NaOH in ethanol gives the 2-cyanopropenoate (III), which is then alkylated at the OH group with ethyl 2-bromoacetate (IV) by means of K2CO3 and tetrabutylammonium bromide in THF.

参考文献中间体

合成目标

【1】 Tiwari, S.; et al.; Synthesis and antileishmanial activity of alpha-cyano ethyl propenoates - A new class of antileishmanials. Arzneim-Forsch Drug Res 1999, 49, 2, 144.

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)	22701	4-hydroxy-3-methoxybenzaldehyde	121-33-5	C₈H₈O₃	详情	详情
(II)	11877	Cyanoacetic acid ethyl ester; Ethyl 2-cyanoacetate; Ethyl cyanoacetate; Ethyl isocyanacetate	105-56-6	C₅H₇NO₂	详情	详情
(III)	30896	ethyl (Z)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate		C₁₃H₁₃NO₄	详情	详情
(IV)	16640	Ethyl 2-bromoacetate; Ethyl bromoacetate	105-36-2	C₄H₇BrO₂	详情	详情

Extended Information