2-[2-(4-甲氧基苯基)苯基]恶唑啉 | 84392-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[2-(4-甲氧基苯基)苯基]恶唑啉
• 英文名称: 2-<2-(4-methoxyphenyl)phenyl>oxazoline
• 英文别名: 2-(4'-methoxy-[1,1'-biphenyl]-2-yl)-4,4-dimethyl-4,5-dihydrooxazole；4,5-dihydro-2-(4’-methoxy[1,1'-biphenyl]-2-yl)-4,4-dimethyloxazole；2-[2-(4-methoxyphenyl)phenyl]-4,4-dimethyl-5H-1,3-oxazole
• CAS: 84392-30-3
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: KRAVIOZQUPEHKO-UHFFFAOYSA-N

物化性质

• 沸点：
  428.0±38.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(4-甲氧基苯基)苯基]恶唑啉 在 盐酸 、 锂硼氢 、 硫酸 、 phosphorus pentoxide 、 氢气 、 sodium hydride 、 sodium cyanoborohydride 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 反应 9.33h， 生成 5-(4-Methoxy-phenyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  A novel series of selective, non-peptide inhibitors of angiotensin II binding to the AT2 site

  摘要：

  The availability of peptide and non-peptide Ang II receptor antagonists has permitted the study of Ang II receptor heterogeneity. It is now widely recognized that there are at least two distinct Ang II receptor subtypes. AT(1) receptors are selective in their recognition of agents such as losartan, DuP 532, L-158,809, SK&F108566, and similar non-peptides. To date, all of the well-known actions of Ang II in mammals are blocked by the AT(1) selective antagonists such as losartan and are thus designated as being mediated by the AT(1) receptor. Although there have been reports of functional activity mediated through AT(2) sites, the pharmacological role for the AT(2) receptor has not yet been elucidated. Herein, we report the chemistry and SAR on a novel series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids which have selective affinity for AT(2) receptors. The most potent of which (19) has an IC50 Of 30 nM for the AT(2) receptor in the rat adrenal radioligand binding assay.

  DOI：

  10.1021/jm00077a001
• 作为产物：
  描述：

  4,4-二甲基-2-苯基-2-噁唑啉 在 二(1-甲基丙基)镁 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 19.5h， 生成 2-[2-(4-甲氧基苯基)苯基]恶唑啉
  参考文献：
  名称：

  由芳基恶唑啉制备多官能化芳香腈

  摘要：

  来自恶唑啉的芳基腈：我们报道了一种制备高官能化三、四和五取代芳香腈的新方法，该方法通过在甲苯中使用s Bu 2 Mg 进行两次连续的镁化，然后与多种亲电子试剂发生捕获反应，然后使用草酰氯和催化量的 DMF（50 °C，4 小时）将恶唑基导向基团有效转化为腈官能团。

  DOI：

  10.1002/chem.202103700

文献信息

• Directed regioselective <i>ortho</i>,<i>ortho</i>′-magnesiations of aromatics and heterocycles using <i>s</i>Bu₂Mg in toluene
  作者：Andreas Hess、Jan P. Prohaska、Sabrina B. Doerrich、Florian Trauner、Ferdinand H. Lutter、Sébastien Lemaire、Simon Wagschal、Konstantin Karaghiosoff、Paul Knochel

  DOI：10.1039/d1sc01777b

  日期：——

  functionalized either by Pd-catalyzed arylation or by trapping reactions with a broad range of electrophiles (aldehydes, ketones, allylic halides, acyl chlorides, Weinreb amides, aryl halides, hydroxylamine benzoates, terminal alkynes). Furthermore, several double ortho,ortho′-magnesiations were realized in the case of aryl oxazolines, N-aryl pyrazoles as well as 2-aryl-2H-1,2,3-triazoles by simply repeating the

  芳基唑类作为生物活性化合物是普遍存在的，其区域选择性功能化具有极其重要的合成意义。在这里，我们报告了可溶于甲苯的二烷基镁基s Bu 2 Mg的开发。这种新试剂可以对各种N-芳基化吡唑和 1,2,3-三唑以及带有恶唑啉、磷酸二酰胺或酰胺导向基团的芳烃进行温和的区域选择性邻位镁化。所得二芳基镁试剂通过 Pd 催化的芳基化或通过与多种亲电子试剂（醛、酮、烯丙基卤、酰氯、Weinreb 酰胺、芳基卤、苯甲酸羟胺、末端炔）的捕获反应进一步官能化。此外，在芳基恶唑啉、N-芳基吡唑以及2-芳基-2H -1,2,3-三唑的情况下，通过简单地重复镁化/亲电试剂捕获序列，实现了几种双邻位、邻'-镁化，从而允许有价值的1,2,3-功能化芳烃的制备。
• Reactions of cyclopalladated complexes with boronic acids
  作者：Purna Chandra Rao Vasireddy、Irina P. Smoliakova

  DOI：10.1016/j.ica.2022.121114

  日期：2022.11

  were obtained from N,N-dimethylhydrazone of d-camphor, and had different absolute configurations of the chiral center attached to the metal. Both reactions yielded the same isomer, (1R,3R,4R,Z)-1,1-dimethyl-2-[1,7,7-trimethyl-(4-nitrophenyl)bicyclo[2.2.1]heptan-2-ylidene]hydrazine, as the major product. The X-ray crystallographic study of this product proved the R absolute configuration of the new chiral

  六种已知的C ( sp 2 ) ,N和C ( sp 3 ) ,N环钯化络合物衍生自N,N-二甲基苄胺、4,4-二甲基-2-苯基-2-恶唑啉、2-叔丁基-2,2合成了-二甲基-2-恶唑啉、d-樟脑的O-甲基肟、8-甲基喹啉和d-樟脑的N,N-二甲基腙，并用于与芳基、苄基和烯丙基硼酸或酯的C-C键形成反应。成功的 C 的两个协议开发了C联轴器；两者都涉及使用碱和将二聚环钯化络合物转化为具有PPh 3作为辅助配体的单核衍生物。C( sp 2 )–C( sp 2 ) 键的形成是通过N,N-二甲基苄胺和 4,4-二甲基-2-苯基-2-恶唑啉的单核配合物与 ArB(OH) 2在丙酮中在 60 °C 在 Cs 2 CO 3存在下。(i) C ( sp 3 ) ,N配合物 PPh 3 - 6 , PPh 3 - 8和 PPh的反应3 - 10与 ArB(OH) 2 (Ar = Ph, p -NO 2 C 6
• Manganese-Catalyzed Substitution of Activated Aryl Halides (X=Cl, Br and F) and Aryl Ethers by Organomagnesium Reagents
  作者：Gérard Cahiez

  DOI：10.1055/s-1999-3644

  日期：1999.12
• Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines
  作者：A. Hess、H. C. Guelen、N. Alandini、A. Mourati、Y. C. Guersoy、P. Knochel

  DOI：10.1002/chem.202103700

  日期：2022.1.3

  Aryl nitriles from oxazolines: We report a new method for for preparing highly functionalized tri-, tetra- and penta-substituted aromatic nitriles by using two successive magnesiations with sBu2Mg in toluene followed by trapping reactions with a broad range of electrophiles followed by an efficient conversion of the oxazolyl-directing group to a nitrile function by using oxalyl chloride and catalytic

  来自恶唑啉的芳基腈：我们报道了一种制备高官能化三、四和五取代芳香腈的新方法，该方法通过在甲苯中使用s Bu 2 Mg 进行两次连续的镁化，然后与多种亲电子试剂发生捕获反应，然后使用草酰氯和催化量的 DMF（50 °C，4 小时）将恶唑基导向基团有效转化为腈官能团。
• A novel series of selective, non-peptide inhibitors of angiotensin II binding to the AT2 site
  作者：Mary K. VanAtten、Carol L. Ensinger、Andrew T. Chiu、Dale E. McCall、Tam T. Nguyen、Ruth R. Wexler、Pieter B. M. W. M. Timmermans

  DOI：10.1021/jm00077a001

  日期：1993.12

  The availability of peptide and non-peptide Ang II receptor antagonists has permitted the study of Ang II receptor heterogeneity. It is now widely recognized that there are at least two distinct Ang II receptor subtypes. AT(1) receptors are selective in their recognition of agents such as losartan, DuP 532, L-158,809, SK&F108566, and similar non-peptides. To date, all of the well-known actions of Ang II in mammals are blocked by the AT(1) selective antagonists such as losartan and are thus designated as being mediated by the AT(1) receptor. Although there have been reports of functional activity mediated through AT(2) sites, the pharmacological role for the AT(2) receptor has not yet been elucidated. Herein, we report the chemistry and SAR on a novel series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids which have selective affinity for AT(2) receptors. The most potent of which (19) has an IC50 Of 30 nM for the AT(2) receptor in the rat adrenal radioligand binding assay.