CAS: 262268-58-6; (E)-3-(3-(Trifluoromethyl)Phenyl)Acrylaldehyde

该化合物是一种高纯度化学化合物,其特性为α-β-不饱和正丁丁酸混合物,与三氟甲基替代芳香环结合.这种结构具有适合有机合成应用的再活动性,特别是在Michael添加,循环,以及作为制药或农用化学材料的构件.电离式三氟甲基组的存在会增强电益特性,便于在β定位上进行核哲学攻击.这种化合物纯度超过90%,在需要精确的蒸气测量的反应中具有一贯性能.在受控条件下,其稳定性使它成为制造复杂分子的可靠中间体,特别是需要氟芳烃模型的分子.产品通常以液体或低熔固体的形式供应,确保实验室环境中的处理方便.

结构式图片

欧盟法规

C&L通报

上下游产品

(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol acrylaldehyde diethyl acetal m-trifluoromethylphenyl iodide 3-Trifluoromethylbenzaldehyde trans-4,4-dimethyl-2-(m-trifluoromethylstyryl)-1,3-oxathiane tert-butyl-dimethyl-[1-trichloromethyl-3-(3-trifluoromethyl-phenyl)-allyloxy]-silanetert-butyl-dimethyl-[1-trichloromethyl-3-(3-trifluoromethyl-phenyl)-allyloxy]-silane 3-[3-(trifluoromethyl)phenyl]propan-1-ol (E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

合成工艺路线路线简述

  • 合成目标产物 3-(trifluoromethyl) Cinnamaldehyde 主要起始原料 3-(Trifluoromethyl)Benzaldehyde And Acetaldehyde
  • (文献来源)合成步骤主要原料 3-(Trifluoromethyl)Benzaldehyde 和 Acetaldehyde
📜3-三氟甲基苯甲醛置于manganese(Iv) Oxide,Sodium Hydride,二异丁基氢化铝体系中,用 乙二醇二甲醚,二氯甲烷,甲苯 用作溶剂,化学反应 2.83H,反应生成间三氟甲基肉桂醛
参考文献:Synthesis And Antifungal Activities Of R-102557 And Related Dioxane-Triazole Derivatives.
标题:Synthesis And Antifungal Activities Of R-102557 And Related Dioxane-Triazole Derivatives.
摘要:具有二噁烷环的新型三唑化合物被合成.在酸性条件下,二醇前体10与各种芳香醛11-13缩合,得到了一系列二噁烷-三唑化合物14-16.这些化合物14-16的抗真菌活性通过在小鼠感染模型中对白色念珠菌和曲霉菌的评估进行了体内评价.含有单个或两个双键且侧链上带有吸电子基团的芳环衍生物表现出较高的活性.在这些衍生物中,R-102557(16R:Ar=4-(2,2,3,3-四氟丙氧基)苯基)对白色念珠菌,曲霉菌和隐球菌属表现出极佳的体内活性.在大鼠的初步毒性研究中也显示出高度耐受性.
Doi:10.1248/cpb.48.694

海关参考信息

专利信息


专利号:US-8614354-B2
优先权日:2008-06-18
标题 :Process for the synthesis of cinacalcet hydrochloride
发明人:FERRARI MASSIMO; GHEZZI MARCELLO; BONALDI MATTEO
权利人:FERRARI MASSIMO; GHEZZI MARCELLO; BONALDI MATTEO; ERREGIERRE SPA
摘要:There is described a process for the preparation of cinacalcet hydrochloride (I) which includes the steps of: a) reacting (R)-(+)-1-(1-naphthyl)ethylamine (II) with 3-[3-(trifluoromethyl)phenyl]propenaldehyde (III) to afford the non isolated intermediate (R)—N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino-N-[1-(1-naphthyl)ethylamine (IV); b) reducing the non isolated intermediate (R)—N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino-N-[-1-(1-naphthyl)ethylamine (IV) with a sequential addition of:—a solution of sodium borohydride, methanol and a base,—oxalic acid and—a base to obtain (R)—N-[3-[3-(tifluoromethyl)phenyl]-2-propenyl]-1-(1-naphthyl)ethylamine (V) by passing through the precipitation of the oxalate salt of compound (V) after the addition of oxalic acid; c) hydrogenating (R)—N-[3-[3-(trifluoromethyl)phenyl]-2-propenyl]-1-(1-naphthyl)ethylamine (V) thus obtaining (R)—N-(3-(3-(trifluoromethyl)phenyl]propyl]-1-(1-naphthyl)ethylamine cinacalcet base (VI), which is retaken in ethyl acetate; and d) treating the solution of cinacalcet base (VI) in ethyl acetate with hydrochloric acid to afford cinacalcet hydrochloride (I).

专利号:US-2011105799-A1
优先权日:2008-06-18
标 题 :process for the synthesis of cinacalcet hydrochloride

专利号:EP-2321256-A1
优先权日:2008-06-18
标 题:A process for the synthesis of cinacalcet hydrochloride

专利号:EP-2321256-B1
优先权日:2008-06-18
标题 :Process for the synthesis of cinacalcet hydrochloride

专利号:WO-2009153814-A1
优先权日:2008-06-18
标题 :A process for the synthesis of cinacalcet hydrochloride

专利号:US-10829464-B2
优先权日:2016-11-23
标题 :Benzoheterocyclic alkylamine compounds and use thereof
发明人:LI JIAN; LAN LEFU; LI BAOLI; CHEN FEIFEI; NI SHUAISHUAI; LIU YIFU; WEI HANWEN; MAO FEI; ZHU JIN
权利人:UNIV EAST CHINA SCIENCE & TECH; SHANGHAI INST MATERIA MEDICA CAS
摘要:Disclosed are benzoheterocyclic alkylamine compounds, or a pharmaceutically acceptable salt thereof, or a stereoisomer thereof, and a preparation method thereof, and use of the same in the manufacture of an antibacterial drug as an inhibitor of staphyloxanthin synthesis in Staphylococcus aureus .

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✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1055/s-0035-1561506
摘要:Vázquez S, Barniol-Xicota M, Leiva R, Escolano C. Syntheses of Cinacalcet: An Enantiopure Active Pharmaceutical Ingredient (API). Synthesis. 2016 Jan 20;48(06):783–803. doi: 10.1055/s-0035-1561506.
参考文献:10.1055/s-0036-1588800
摘要:Zeng Q, Yang L. Metal- and Acid-Free Methyl Triflate Catalyzed Meyer–Schuster Rearrangement. Synthesis. 2017 Apr 26;49(14):3149–56. doi: 10.1055/s-0036-1588800.
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