CAS: 144432-80-4; 4-Biphenylboronic Acid Pinacol Ester

该化合物是有机体化合物,其特点是独特的二氧气化合物结构,其特征是将原原原原子与两个氧原子和碳框架捆绑在一起,这种化合物通常具有稳定的循环结构,有助于其在有机合成和材料科学中的潜在应用,其存在增强了其电子特性,使其在各种化学反应中有用,包括交叉反应,这些反应对于形成碳-碳结石至关重要.此外,四甲基分成分提供了不动障碍,可影响再活动性和溶解性.该化合物由于其有利的光源二极管和其他电子材料的特性,常常因其在开发有机光源释放二极体和其他电子物质方面的作用而受到研究.总体而言,其独特的结构和功能特点使它在学术研究和工业应用中都是一种有价值的化合物.

结构式图片

相似化合物

5122-94-1 1381960-58-2 406482-72-2

欧盟法规

ECHA物质C&L通报

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CAS号853955-69-8 2-(Dimethylphen... | CAS号68716-49-4 4-溴苯硼酸频呐醇酯 | CAS号92-66-0 4-溴联苯 | CAS号73183-34-3 双戊酰二硼 | CAS号1591-31-7 4-碘联苯 | CAS号25015-63-8 频那醇硼烷 | CAS号92-67-1 4-氨基联苯 | CAS号76-09-5 频哪醇 | CAS号214360-73-3 4-氨基苯硼酸频哪醇酯 | CAS号92-93-3 4-硝基联苯 | CAS号2920-38-9 4-氰基联苯 | CAS号324-74-3 4-氟联苯 | CAS号31656-91-4 4-azido-1,1'-bi... | CAS号644-08-6 4-甲基联苯

合成工艺路线路线简述

  • 73183-34-3 = 144432-80-4 + 912844-88-3
    反应条件:1.1 Catalysts: 2411767-15-0; 20 H,120 °C
    标题:Undirected Ortho-Selectivity In C-H Borylation Of Arenes Catalyzed By Nhc Platinum(0) Complexes
    作者:Rzhevskiy,Sergey A.; Topchiy,Maxim A.; Golenko,Yulia D.; Gribanov,Pavel S.; Sterligov,Grigorii K.; Et Al
    参考文献:Mendeleev Communications 日期:2020 卷标:30(5) 页码:569-571]

    25015-63-8 = 144432-80-4 + 912844-88-3
    反应条件:1.1 Catalysts: (Sp-4-3)-Carbonylchlorobis(Trimethylphosphine)Rhodium; 12 H1.2 Reagents: Oxygen; 5 Min
    标题:Efficient Rh-Catalyzed C-H Borylation Of Arene Derivatives Under Photochemical Conditions
    作者:Bheeter,Charles Beromeo; Chowdhury,Abhishek Dutta; Adam,Rosa; Jackstell,Ralf; Beller,Matthias
    参考文献:Organic & Biomolecular Chemistry 日期:2015 卷标:13(41) 页码:10336-10340]

    25015-63-8 = 144432-80-4 + 912844-88-3
    反应条件:1.1 Catalysts: [[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-2-Phenyl-1H-Imidazolium-4,5-Diyl]-1,2-Ph...; 24 H,100 °C
    标题:Nickel-Catalyzed C(Sp2)-H Borylation Of Arenes
    作者:Das,Arpan; Hota,Pradip Kumar; Mandal,Swadhin K.
    参考文献:Organometallics 日期:2019 卷标:38(17) 页码:3286-3293]

    73183-34-3 = 144432-80-4 + 912844-88-3
    反应条件:1.1 Catalysts: 2756816-84-7; 72 H,110 °C
    标题:Rhodium Indenyl Nhc And Fluorenyl-Tethered Nhc Half-Sandwich Complexes: Synthesis,Structures And Applications In The Catalytic C-H Borylation Of Arenes And Alkanes
    作者:Evans,Kieren J.; Morton,Paul A.; Luz,Christian; Miller,Callum; Raine,Olivia; Et Al
    参考文献:Chemistry - A European Journal 日期:2021 卷标:27(71) 页码:17824-17833
📜4-苯基苯甲酸置于4-二甲氨基吡啶,4-(叔丁氧羰基)吡啶,N,N'-二环己基碳二亚胺体系中,用 4-(Dicyanomethylene)-2-Methyl-6-(P-Dimethylaminostyryl)-4H-Pyran 用作溶剂,化学反应 12.0H,反应生成4-双苯硼酸频那醇酯
参考文献:N-羟基邻苯二甲酰亚胺酯对异烟酸酯的催化(杂)芳基和烯基羧酸的脱羧硼化反应
标题:N-羟基邻苯二甲酰亚胺酯对异烟酸酯的催化(杂)芳基和烯基羧酸的脱羧硼化反应
摘要:芳基和链烯基羧酸与双(频哪醇合)二硼的脱羧硼化通过实现ñ使用-Hydroxyphthalimide酯叔异烟酸丁酯在无碱条件下作为催化剂.可以将具有不同官能团和电子特性的各种芳基羧酸平稳地转化为芳基硼酸酯,包括在过渡金属催化下难以脱羧的芳基硼酸酯,从而提供了一种新方法,使羧酸可以用作有机合成中的基础.机理分析表明,该反应通过自由基脱羧产生的瞬态芳基与吡啶稳定的持久性硼基的偶联而进行.氧化还原活性酯的活化可以通过分子内单电子转移(set)过程,通过吡啶-二硼-邻苯二甲酰亚胺加合物进行,并说明了无碱反应条件.
Doi:10.1021/acs.Orglett.7B01950

海关参考信息

专利信息


专利号:WO-2018115362-A1
优先权日:2016-12-22
标 题 :Process for preparing 4-[(1-hydroxy-1,3-dihydro-2,1-benzoxaborol-5-yl)oxy]benzonitrile (crisaborole)
发明人:HUGUET CLOTET JUAN; OZORES VITURRO LÃ?DIA; RODRÃ?GUEZ ROPERO SERGIO; DALMASES BARJOAN PERE
权利人:LABORATORIOS LESVI SL
摘要:The present invention relates to a new one-pot synthesis employing 4-(4-bromo-3-(hydroxymethyl)phenoxy)benzonitrile (compound B) for preparing (4-[(1-hydroxy-1,3-dihydro-2,1-benzoxaborol-5-yl)oxy]benzonitrile (crisaborole) and pharmaceutically acceptable salts thereof in high yield and high purity. The novel process of the present invention is particularly suitable for industrial scale manufacture of crisaborole and its salts with excellent purity and good yields. The present invention also describes an intermediate, 4-(3-formyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)benzonitrile (compound I), which is inter alia suitable for preparing (4-[(1-hydroxy-1,3-dihydro-2, 1-benzoxaborol-5-yl)oxy]benzonitrile (crisaborole) and pharmaceutically acceptable salts thereof, as well as a another process suitable for industrial scale applications, employing the intermediate compound I in the preparation of crisaborole and pharmaceutically acceptable salts thereof, in high yield and high purity.

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品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Yamazaki, T., Science of Synthesis Knowledge Updates, (2017) 2, 285.
摘要:Champagne, P. A.; Drouin, M.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2016) 1, 435.
摘要:Xu, L., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 295.
摘要:Xu, L., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 273.
摘要:Xu, L., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 298.
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