CAS: 871126-15-7; (3-Fluoro-2-Formylphenyl)Boronic Acid

该化合物是一种多用途的borona酸衍生物,其成分包括一个气球组和一个氟替代物,在芳香环上,该化合物在铃木-米亚乌拉交叉相交反应中特别宝贵,其中芳烃酸会促进碳-碳债券的形成,而气球组则为进一步发挥功能提供额外的回活动.氟原子的存在会增强分子的电子特性,使其在合成复杂的药品和农用化学品方面有用.在典型的反应条件下,它稳定,并且与各种催化剂相容,因此它成为在医药和材料化学研究中建立氟芳烃框架的可靠中间体.

英文名称(3-Fluoro-2-Formylphenyl)Boronic Acid
中文名称3-氟-2-甲酰基苯硼酸
IUPAC名称(3-fluoro-2-formylphenyl)boronic acid
其它别名(3-氟-2-甲酰苯基)苯硼酸
CAS编号871126-15-7
MFCD编号:MFCD10697421
EINECS号:623-099-8
分子式:C7H6BFO3
分子量:167.93
产品CID: 1876266
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: GVHWLCYABLWGIR-UHFFFAOYSA-N
InChI=1S/C7H6BFO3/c9-7-3-1-2-6(8(11)12)5(7)4-10/h1-4,11-12H…
计算化学: 氢键受体数3.0氢键供体数2可旋转键数2

MSDS等安全信息

GHS象形图
GHS符号GHS05;
注释: Corrosion
危险类别皮肤腐蚀类别1B
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
严重眼刺激类别2A
金属腐蚀物类别1
严重眼损伤类别1
警示词Danger(危险)
危险描述H314 |造成严重皮肤灼伤和眼损伤.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H319 |造成严重眼刺激.
H290 |可能对金属造成腐蚀.
H318 |造成严重眼损伤.
防范说明P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
危险等级8
UN编号3261.0
危险品标志C
包装等级Ⅱ
安全声明26-36/37/39-45
危险类别码34
WGK Germany3

欧盟法规

C&L通报

合成工艺路线路线简述

446-52-6 = 871126-15-7
反应条件:1.1 Reagents: Bis(2-Methoxyethyl)Amine,Methyllithium Solvents: Toluene; -20 °C; -20 - 0 °C1.2 Reagents: Trimethyl Borate; -20 - 0 °C1.3 Reagents: Water
标题:Stereoselective Synthesis Of The Ido Inhibitor Navoximod
作者:St-Jean,Frederic; Et Al
参考文献:Journal Of Organic Chemistry 日期:2022 卷标:87(7) 页码:4955-4960]

1393442-56-2 = 871126-15-7
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Tetrahydrofuran; 15 Min,Rt; Rt -> -78 °C; 1 H,-78 °C1.2 Reagents: Trimethyl Borate; -78 °C -> Rt; 15 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt
标题:A Three-Component Derivatization Protocol For Determining The Enantiopurity Of Sulfinamides By 1H And 19F Nmr Spectroscopy
作者:Groleau,Robin R.; Et Al
参考文献:Journal Of Organic Chemistry 日期:2020 卷标:85(2) 页码:1208-1215]

360575-28-6 = 871126-15-7
反应条件:1.1 Reagents: Sulfuric Acid Solvents: Methanol; Rt; 1 H,Reflux; Cooled1.2 Reagents: Sodium Methoxide Solvents: Methanol; Ph 112.1 Reagents: Butyllithium Solvents: Diethyl Ether,Tetrahydrofuran,Hexane; -70 °C; 1 H,-70 °C2.2 Reagents: Triethyl Borate; -70 °C2.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,-70 °C -> 5 °C
标题:Fluoro-Substituted 2-Formylphenylboronic Acids: Structures,Properties And Tautomeric Equilibria
作者:Kowalska,Kornelia; Et Al
参考文献:Journal Of Fluorine Chemistry 日期:2016 卷标:187 页码:1-8]

73183-34-3 + 360575-28-6 = 871126-15-7
反应条件:1.1 Reagents: Potassium Acetate Catalysts: [1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium Solvents: 1,4-Dioxane; 8 H,90 °C2.1 Reagents: Sodium Periodate Solvents: Tetrahydrofuran,Water; 20 Min,Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; 2 H,Rt
标题:Discovery Of 3-Aryl Substituted Benzoxaboroles As Broad-Spectrum Inhibitors Of Serine- And Metallo-β-Lactamases
作者:Yan,Yu-Hang; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2021 卷标:41]

446-52-6 = 871126-15-7 + 40138-16-7
反应条件:1.1 Reagents: Butyllithium,Bis(2-Methoxyethyl)Amine Solvents: Tetrahydrofuran,Hexane,Heptane; 30 Min,-25 °C; 15 Min,-20 °C1.2 Solvents: Toluene; 10 Min; 45 Min,-20 °C; 30 Min,-20 °C; -20 °C -> 0 °C; 2 - 3 H,0 °C; 0 °C -> -20 °C1.3 Reagents: Trimethyl Borate; 1 H,-20 °C; -20 °C -> 0 °C; 2.5 H,0 °C1.4 Reagents: Water; 0 °C -> 10 °C; 2 Min,10 °C; 10 °C -> 22 °C; 30 Min,22 °C
标题:Study Of A Competing Hydrodefluorination Reaction During The Directed Ortho-Lithiation/borylation Of 2-Fluorobenzaldehyde
作者:St-Jean,Frederic; Et Al
参考文献:Organometallics 日期:2019 卷标:38(1) 页码:119-128]

360575-28-6 = 871126-15-7
反应条件:1.1 Reagents: Trimethyl Orthoformate,Sulfuric Acid Solvents: Methanol; Rt; 1 H,Reflux; Cooled1.2 Reagents: Sodium Methoxide Solvents: Methanol; Ph 111.3 Reagents: Butyllithium Solvents: Diethyl Ether,Tetrahydrofuran,Hexane; -70 °C; 1 H,-70 °C1.4 Reagents: Triethyl Borate; -70 °C1.5 Reagents: Hydrochloric Acid Solvents: Water; Ph 3
标题:Fluoro-Substituted 2-Formylphenylboronic Acids: Structures,Properties And Tautomeric Equilibria
作者:Kowalska,Kornelia; Et Al
参考文献:Journal Of Fluorine Chemistry 日期:2016 卷标:187 页码:1-8]

1246633-35-1 = 871126-15-7
反应条件:1.1 Reagents: Sodium Periodate Solvents: Tetrahydrofuran,Water; 20 Min,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 2 H,Rt
标题:Discovery Of 3-Aryl Substituted Benzoxaboroles As Broad-Spectrum Inhibitors Of Serine- And Metallo-β-Lactamases
作者:Yan,Yu-Hang; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2021 卷标:41]

1393442-56-2 = 871126-15-7
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Tetrahydrofuran,Hexane; -70 °C; 1 H,-70 °C1.2 Reagents: Triethyl Borate; -70 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,-70 °C -> 5 °C
标题:Fluoro-Substituted 2-Formylphenylboronic Acids: Structures,Properties And Tautomeric Equilibria
作者:Kowalska,Kornelia; Et Al
参考文献:Journal Of Fluorine Chemistry 日期:2016 卷标:187 页码:1-8]

360575-28-6 = 871126-15-7
反应条件:1.1 Catalysts: Sulfuric Acid Solvents: Methanol; 1.5 H,Reflux; Reflux -> Rt1.2 Reagents: Triethylamine; Rt2.1 Reagents: Butyllithium Solvents: Diethyl Ether,Tetrahydrofuran; 15 Min,Rt; Rt -> -78 °C; 1 H,-78 °C2.2 Reagents: Trimethyl Borate; -78 °C -> Rt; 15 Min,Rt2.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt
标题:A Three-Component Derivatization Protocol For Determining The Enantiopurity Of Sulfinamides By 1H And 19F Nmr Spectroscopy
作者:Groleau,Robin R.; Et Al
参考文献:Journal Of Organic Chemistry 日期:2020 卷标:85(2) 页码:1208-1215]

360575-28-6 = 871126-15-7 + 40138-16-7
反应条件:1.1 Reagents: Butyllithium,Bis(2-Methoxyethyl)Amine Solvents: Tetrahydrofuran,Hexane,Heptane; 15 Min,-20 °C; 15 Min,-20 °C1.2 Solvents: Tetrahydrofuran; 10 Min,-20 °C; 45 Min,-20 °C; 1 H,-20 °C; 2 H,-20 °C1.3 Reagents: Trimethyl Borate; 3 Min; 15 Min,-15 °C; 30 Min,-15 °C; -15 °C -> 0 °C1.4 Reagents: Water; 0 °C -> 40 °C; 30 Min,40 °C
标题:Study Of A Competing Hydrodefluorination Reaction During The Directed Ortho-Lithiation/borylation Of 2-Fluorobenzaldehyde
作者:St-Jean,Frederic; Et Al
参考文献:Organometallics 日期:2019 卷标:38(1) 页码:119-128

2-溴-6-氟苯甲醛置于正丁基锂,硫酸体系中,用四氢呋喃,甲醇,乙醚作为反应溶剂,化学反应 2.5H,反应生成 3-氟-2-甲酰基苯硼酸
参考文献:通过1H和19F NMR光谱法测定亚磺酰胺的对映体纯度的三组分衍生化方案.
标题:通过1H和19F NMR光谱法测定亚磺酰胺的对映体纯度的三组分衍生化方案.
摘要:已经开发了一种实用的简单的三组分手性衍生方案,通过1H和19F NMR光谱分析确定八种s-手性亚磺酰胺的对映体纯度,基于它们用2-甲酰基苯基硼酸模板和对映体纯的pin二醇处理得到的非对映异构体混合物其非对映异构体比率准确反映了母体亚磺酰胺的对映体纯度的磺胺基氨基硼酸酯.
DOI:10.1021/acs.Joc.9B02473

海关参考信息

2912110000-甲醛
2912210000-苯甲醛
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:WO-2018175954-A1
优先权日:2017-03-23
标题 :Synthesis of imidazo[5,1-a]isoindole derivative useful as ido inhibitors
发明人：ANGELAUD REMY; BACHMANN STEPHAN; BEYELER ANDREAS; CARRERA DIANE; FISCHER ROLF; GUILLEMONT-PLASS MAUD; HOU HAIYUN; IDING HANS; KRAFT ANNE KATRIN; MANNS ANDREAS; MEIER ROLAND; NIEDERMANN KARIN; OLBRICH MARTIN; PIECHOWICZ KATARZYNA; REGE PANKAJ; REMARCHUK TRAVIS; SIROIS LAUREN; ST-JEAN FREDERIC; XU JIE
权利人:HOFFMANN LA ROCHE; HOFFMANN LA ROCHE; GENENTECH INC
摘要:Presently provided is a method of making a compound of the Formula (I) wherein X is halogen, which is useful for modulating the activity of indoleamine 2,3-dioxygenase (IDO) and treating diseases and conditions in which the inhibition of IDO mediated immunosuppression is beneficial.

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合成参考文献

参考文献:10.1055/s-0041-1738225
摘要:Synthesis of Navoximod. Synfacts. 2022 Jul 18;18(08):0832. doi: 10.1055/s-0041-1738225.
参考文献:10.1007/s10593-024-03314-2
摘要:Solomin VV, Zaharova D, Jirgensons A. Synthesis of 2-arylquinazolines by Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines. Chem Heterocycl Comp. 2024 Apr;60(3-4):169–74. doi: 10.1007/s10593-024-03314-2.