CAS: 37746-78-4; (E)-Ethyl 4-Bromobut-2-Enoate

该化合物是一种有机化合物,其特征为酯功能组,其特性来自丁蛋酸和乙醇的反应;其特征为第二和第三碳原子之间的双结合,表明它是不饱和的化合物;在第四碳位置存在溴原子有助于其反应,使其在各种合成应用中有用,特别是在有机合成和药用化学中.(E)配置表明,双联结的两侧的顶级替代成分在对面,可影响该化合物的物理和化学特性,如沸点和再活性.乙基(E)-4-溴-2-丁基酸盐通常没有色,可与含有水果味的黄色液体无色,并且可溶解于有机溶剂中.它的再活动允许它参与核糖替代和添加反应,使其在合成更复杂的分子中成为有价值的中间体.在处理该化合物时,应当采取安全防范措施,因为其潜在危险.

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13991-36-1 1117-71-1 6000-00-6

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合成工艺路线路线简述

  • 合成目标产物 Ethyl 4-Bromocrotonate 主要起始原料 Ethyl (2E)-4-Hydroxy-But-2-Enoate
  • (文献来源)合成步骤主要原料 Ethyl (2E)-4-Hydroxy-But-2-Enoate
📜反式-2-丁烯酸乙酯置于n-溴代丁二酰亚胺(Nbs),过氧化苯甲酰体系中,用 四氯化碳 作为反应溶剂,以80%的收率获得产物4-溴巴豆酸乙酯
参考文献:硫化物单线态氧反应表面上中间体的取代基指示分配.α-氢过氧硫化物氧化 C-S 键断裂的新机制
标题:硫化物单线态氧反应表面上中间体的取代基指示分配.α-氢过氧硫化物氧化 C-S 键断裂的新机制
摘要:报道了单线态氧与 17 个带有阴离子或自由基稳定取代基的硫化物的反应.根据氢过氧锍叶立德中间体的分配,分析了取代基在氧化裂解和硫化物氧化途径中改变产物组成的能力.有证据表明氢过氧锍叶立德以双自由基和两性离子形式存在.此外,建议分解 α-氢过氧硫化物的分子间和分子内途径使氧化 C-S 键裂解产物的取代基依赖性形成合理化.
DOI:10.1021/ja004188Y

海关参考信息

专利信息


专利号:US-7126025-B2
优先权日:2003-01-21
标 题 :Synthesis of 4-(amino)-2-butenoyl chlorides and their use in the preparation of 3-cyano quinolines
发明人:CONSIDINE JOHN LEO; DAIGNEAULT SYLVAIN; CHEW WARREN; IERA SILVIO; DUNCAN SCOTT MASON; REN JIANXIN
权利人:WYETH CORP
摘要:This invention provides a compound of Formula (I): n nwhereinn S 1 and S 2 are each independently, hydrogen, alkyl, alkenyl, alkynyl, aralkyl, substituted or unsubstituted aryl, and S 1 and S 2 together with the nitrogen to which they are attached form a nitrogen containing heteroaryl and a pharmaceutically acceptable salt thereof; a method of preparing the compound of Formula (I), and use of the compound of Formula (I) in the preparation of 3-cyano quinolines.

专利号:US-10550127-B1
优先权日:2017-02-08
标题:Indanylaminoazadihydrobenzofuranylacetic acids, pharmaceutical compositions for the treatment of diabetes
发明人:ECKHARDT MATTHIAS; WAGNER HOLGER; PETERS STEFAN
权利人:BOEHRINGER INGELHEIM INT
摘要:The present invention relates to compounds of general formula I, n nwherein the groups R, R 1 , R 2 , m and n are defined herein, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2. Furthermore, the invention relates to novel intermediates, useful for the synthesis of compounds of formula I.

专利号:US-2004162442-A1
优先权日:2003-01-21
标 题 :Synthesis of 4-(amino)-2-butenoyl chlorides and their use in the preparation of 3-cyano quinolines

专利号:US-8981092-B2
优先权日:2008-09-19
标题 :Substituted 3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-ones as modulators of protein kinase activity
发明人:MIRIZZI DANILO; CERVI GIOVANNI; D ANELLO MATTEO; PAPEO GIANLUCA MARIANO ENRICO; FERGUSON RON; CASUSCELLI FRANCESCO
权利人:MIRIZZI DANILO; CERVI GIOVANNI; D ANELLO MATTEO; PAPEO GIANLUCA MARIANO ENRICO; FERGUSON RON; CASUSCELLI FRANCESCO; NERVIANO MEDICAL SCIENCES SRL
摘要:Compounds which are 4,7-disubstituted derivatives of 3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one compounds, n nor pharmaceutically acceptable salts thereof, their preparation process and pharmaceutical compositions comprising them are disclosed; these compounds are useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, viral infection, prevention of AIDS development in HIV-infected individuals, cell proliferative disorders, autoimmune and neurodegenerative disorders; also disclosed is a process under Solid Phase Synthesis conditions for preparing the compounds of the invention and chemical libraries comprising a plurality of them.

专利号:WO-2004066919-A2
优先权日:2003-01-21
标 题:Synthesis of 4amino-2-butenoyl chlorides and their use in the preparation of 3-cyano quinolines

专利号:WO-2008022467-A1
优先权日:2006-08-25
标 题 :2-substituted azain doles and 2 substituted thienopyrroles, their precursors and novel processes for the preparation thereof
发明人:LAUTENS MARK; YUEN JOSEPHINE; FANG YUANQING
权利人:LAUTENS MARK; YUEN JOSEPHINE; FANG YUANQING
摘要:The present invention relates generally to processes for the chemical synthesis of azaindole and thienopyrrole compounds, in particular azaindole and thienopyrrole compounds that are substituted at the 2-position of the azaindole or thienopyrrole ring, and optionally at additional locations of the azaindole or thienopyrrole ring such as the 1- and/or 3-position, compounds prepared by such processes, and synthetic precursors of such processes. More particularly, the present invention relates to the preparation of 2- substituted azaindoles from an ortho-gem-dihalovinylaminopyridine or from an ortho- gem-dihalovinylaminopyridine N-oxide compound and an organoboron reagent using a palladium metal pre-catalyst, base and a ligand. The present invention also relates to the preparation of 2-substituted thienopyrroles from an ortho-gem-dihalovinylthiophene compound and an organoboron reagent using a palladium metal pre-catalyst, base and a ligand. The present invention also relates to processes for the production of ortho-gem- dihalovinylaminopyridines which are useful as starting materials in the production of 2- substituted azaindoles, and novel compounds prepared by the processes. The present invention also relates to processes for the production of ortho-gem-dihalovinylthiophenes which are useful as starting materials in the production of 2-substituted thienopyrroles, and novel compounds prepared by the processes. Formulae (V) and (VII).

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合成参考文献


摘要:Stanforth, S. P., Science of Synthesis Knowledge Updates, (2014) 3, 115.
摘要:Stanforth, S. P., Science of Synthesis Knowledge Updates, (2014) 3, 90.
摘要:Araki, S.; Hirashita, T., Science of Synthesis Knowledge Updates, (2010) 4, 137.
摘要:Kawęcki, R., Science of Synthesis Knowledge Updates, (2018) 4, 326.
摘要:Schiltz, P.; Gao, M.; Gosmini, C., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 321.
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