ethyl (E)-3-[4-(bromomethyl)phenyl]-2-propenoate; ethyl 4-(bromomethyl)cinnamate -Drug Synthesis Database

【结构式】

【分子编号】30685

【品名】ethyl (E)-3-[4-(bromomethyl)phenyl]-2-propenoate; ethyl 4-(bromomethyl)cinnamate

【CA登记号】

【分子式】C₁₂H₁₃BrO₂

【分子量】269.13802

【元素组成】C 53.55% H 4.87% Br 29.69% O 11.89%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

The condensation of ethyl 4-(bromomethyl)cinnamate (I) with imidazole (II) by means of NaH in DMF give ethyl 4-(1-imidazolylmethyl)cinnamate (III), wich is hydrolyzed with NaOH in methanol - water, and acidified with HCl.

参考文献中间体

合成目标

【1】 Bergstrom, S.; Carlson, L.A.; Weeks, J.R.; The protaglandins: A family of biologically active lipids. J Med Chem 1981, 24, 10, 409-412.
【2】 Iizuka, K.; Akahane, K.; Kamijo, Y.; Momose, D.; Matsumoto, A.; Yukiyoshi, O. (Kissei Pharmaceutical Co., Ltd.; Ono Pharmaceutical Co., Ltd.); Imidazole derivative. DE 2923815; GB 2025946; US 4226878 .
【3】 Blancafort, P.; Serradell, M.N.; Pento, J.T.; Castaner, J.; OKY-046. Drugs Fut 1983, 8, 4, 328.

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)	30685	ethyl (E)-3-[4-(bromomethyl)phenyl]-2-propenoate; ethyl 4-(bromomethyl)cinnamate		C₁₂H₁₃BrO₂	详情	详情
(II)	10255	Imidazole; 1H-Imidazole	288-32-4	C₃H₄N₂	详情	详情
(III)	30686	ethyl (E)-3-[4-(1H-imidazol-1-ylmethyl)phenyl]-2-propenoate; 4-(1-Imidazolylmethyl)cinnamate		C₁₅H₁₆N₂O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(I)

The condensation of ethyl 4-(bromomethyl) cinnamate (I) with imidazole (II) by means of NaH in DMF gives ethyl 4-(1-imidazolylmethyl) cinnamate (III), which is hydrolyzed with NaOH in methanol / water, and acidified with HCl.

参考文献中间体

合成目标

【1】 Bergstrom, S.; Carlson, L.A.; Weeks, J.R.; The protaglandins: A family of biologically active lipids. J Med Chem 1981, 24, 10, 409-412.
【2】 Iizuka, K.; Akahane, K.; Kamijo, Y.; Momose, D.; Matsumoto, A.; Yukiyoshi, O. (Kissei Pharmaceutical Co., Ltd.; Ono Pharmaceutical Co., Ltd.); Imidazole derivative. DE 2923815; GB 2025946; US 4226878 .
【3】 Blancafort, P.; Serradell, M.N.; Pento, J.T.; Castaner, J.; OKY-046. Drugs Fut 1983, 8, 4, 328.

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)	30685	ethyl (E)-3-[4-(bromomethyl)phenyl]-2-propenoate; ethyl 4-(bromomethyl)cinnamate		C₁₂H₁₃BrO₂	详情	详情
(II)	10255	Imidazole; 1H-Imidazole	288-32-4	C₃H₄N₂	详情	详情
(III)	30686	ethyl (E)-3-[4-(1H-imidazol-1-ylmethyl)phenyl]-2-propenoate; 4-(1-Imidazolylmethyl)cinnamate		C₁₅H₁₆N₂O₂	详情	详情

Extended Information