CAS: 866954-86-1; Ethyl (2Z)-3-Ethoxy-2-(2,4,5-Trifluoro-3-Methoxybenzoyl)Acrylate

该化合物是一种含氟芳烃酯,具有反应性α,β不饱和碳基酰胺,使其成为有机合成中的宝贵中间体,其三氟甲基和甲基氧代基物质强化了电子和消毒特性,促进了交叉相交反应和循环反应的选择性反应.乙氧基丙烯酸组提供多种用途,作为迈克尔接受者或进一步功能化的前体.该化合物在制药和农用化学研究中特别有用,其结构模型有助于生物活性分子的开发.在受控制条件下的高纯度和稳定性确保了合成应用的一致性能.其定义明确的再活动特征使其适合于精确的化学变异.

英文名称Ethyl (2Z)-3-Ethoxy-2-(2,4,5-Trifluoro-3-Methoxybenzoyl)Acrylate
中文名称莫西沙星杂质Ⅳ
CAS编号866954-86-1
FDA UNII编号:PUB2X8C9J5
分子式:C15H15F3O5分子量:332.2718096
产品CID: 1870176
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: ZIMIAPVHHUISPY-CLFYSBASSA-N
1S/C15H15F3O5/c1-4-22-7-9(15(20)23-5-2)13(19)8-6-10(16)12(18)14(21-3)11(8)17/h6-7H,4-5H2,1-3H3/b9-7-
计算化学: 氢键受体数8.0氢键供体数0.0可旋转键数8.0

物理性质

沸点431.6±45.0 °C(预测)
密度1.278±0.06 g/cm3(预测)
LogP:2.9
产品应用该化合物用于合成第三代氟己酮抗生素的合成配制GATIFLOXIN(G250000)和关键中间体.

MSDS等安全信息

警示词warning
危险描述H303 May be harmful if swallowed+H313 Skin contact may be harmful+H333 Inhalation may be harmful to the body
防范说明P264+P280+P305+P351+P338+P337+P313
安全声明H303+H313+H333

上下游产品

orthoformic acid triethyl ester ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate 3-methoxy-2,4,5-trifluorobenzoic acid 2,4,5-trifluoro-3-methoxybenzoyl chloride(Z)-ethyl 3-(tert-butylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

合成工艺路线路线简述

112811-65-1 + 105-53-3 = 866954-86-1
反应条件:1.1 Reagents: Thionyl Chloride Catalysts: Dimethylformamide; 10 H,Reflux1.2 Reagents: Magnesium Solvents: Carbon Tetrachloride; 30 Min,Reflux; 2 H,Reflux; Reflux -> -10 °C1.3 Solvents: Toluene; 20 Min,-10 °C; 2 H,-10 °C1.4 Catalysts: P-Toluenesulfonic Acid Solvents: Toluene; 2 H,Reflux2.1 Solvents: Acetic Anhydride; 8 H,Reflux
标题:Synthesis,Antimycobacterial And Antibacterial Evaluation Of L-[(1R,2S)-2-Fluorocyclopropyl]Fluoroquinolone Derivatives Containing An Oxime Functional Moiety
作者:Liu,Hongmin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2014 卷标:86 页码:628-638]

112811-65-1 = 866954-86-1
反应条件:1.1 Reagents: Thionyl Chloride Catalysts: Dimethylformamide; 10 H,Reflux2.1 Reagents: Carbon Tetrachloride,Magnesium Solvents: Ethanol; 30 Min,Reflux; 2 H,Reflux; Reflux -> -10 °C2.2 Solvents: Toluene; 20 Min,-10 °C; 2 H,-10 °C2.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 53.1 Reagents: P-Toluenesulfonic Acid Solvents: Water; 2 H,Reflux4.1 Solvents: Acetic Anhydride; 8 H,Reflux
标题:Synthesis,Antimycobacterial And Antibacterial Evaluation Of L-[(1R,2S)-2-Fluorocyclopropyl]Fluoroquinolone Derivatives Containing An Oxime Functional Moiety
作者:Liu,Hongmin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2014 卷标:86 页码:628-638]

112811-68-4 = 866954-86-1
反应条件:1.1 Solvents: Acetic Anhydride; 8 H,Reflux
标题:Synthesis,Antimycobacterial And Antibacterial Evaluation Of L-[(1R,2S)-2-Fluorocyclopropyl]Fluoroquinolone Derivatives Containing An Oxime Functional Moiety
作者:Liu,Hongmin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2014 卷标:86 页码:628-638]

112811-67-3 = 866954-86-1
反应条件:1.1 Reagents: P-Toluenesulfonic Acid Solvents: Water; 2 H,Reflux2.1 Solvents: Acetic Anhydride; 8 H,Reflux
标题:Synthesis,Antimycobacterial And Antibacterial Evaluation Of L-[(1R,2S)-2-Fluorocyclopropyl]Fluoroquinolone Derivatives Containing An Oxime Functional Moiety
作者:Liu,Hongmin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2014 卷标:86 页码:628-638]

112811-66-2 + 105-53-3 = 866954-86-1
反应条件:1.1 Reagents: Carbon Tetrachloride,Magnesium Solvents: Ethanol; 30 Min,Reflux; 2 H,Reflux; Reflux -> -10 °C1.2 Solvents: Toluene; 20 Min,-10 °C; 2 H,-10 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 52.1 Reagents: P-Toluenesulfonic Acid Solvents: Water; 2 H,Reflux3.1 Solvents: Acetic Anhydride; 8 H,Reflux
标题:Synthesis,Antimycobacterial And Antibacterial Evaluation Of L-[(1R,2S)-2-Fluorocyclopropyl]Fluoroquinolone Derivatives Containing An Oxime Functional Moiety
作者:Liu,Hongmin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2014 卷标:86 页码:628-638

📜3-甲氧基-2,4,5-三氟苯甲酸置于草酰氯,乙酸酐,三乙胺,N,N-二甲基甲酰胺,Magnesium Chloride体系中,用二氯甲烷,乙腈作为反应溶剂,化学反应 22.0H,反应生成莫西沙星杂质ⅳ
参考文献:A Prodrug Approach Toward The Development Of Water Soluble Fluoroquinolones And Structure−activity Relationships Of Quinoline-3-Carboxylic Acids
标题:A Prodrug Approach Toward The Development Of Water Soluble Fluoroquinolones And Structure−activity Relationships Of Quinoline-3-Carboxylic Acids
摘要:A Fluoroquinolone Prodrug,Pa2808,Was Prepared And Shown To Convert To The Highly Active Parent Drug Pa2789. In Vitro And In Vivo Activation Of Pa2808 By Alkaline Phosphatase Was Demonstrated Using Disk Diffusion And Rat Lung Infection Models. The Water Solubility Of Pa2808 Showed A Marked Increase Compared To Pa2789 Over A Ph Range Suitable For Aerosol Drug Delivery. A Total Of 48 Analogues Based On Pa2789 Were Prepared And Screened Against A Panel Of Gram-Positive And Gram-Negative Pathogens. Incorporating A Cyclopropane-Fused Pyrrolidine (Amine G) At C-7 Resulted In Some Of The Most Active Analogues.
DOI:10.1021/jm0497895