3-(4,4-dimethyloxazolin 2-yl)anisole | 73453-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4,4-dimethyloxazolin 2-yl)anisole
• 英文别名: 2-(3-methoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole；4,4-dimethyl-2-(3-methoxyphenyl)-2-oxazoline；2-(3-methoxyphenyl)-4,4-dimethyloxazoline；2-(3-methoxy-phenyl)-4,4-dimethyl-1,3-oxazoline；4,4-dimethyl-2-(3-methoxyphenyl)-1,3-oxazoline；2-(3-methoxyphenyl)-4,4-dimethyl-2-oxazoline；3-(4,4-Dimethyloxazolin-2-yl)anisole；2-(3-methoxyphenyl)-4,4-dimethyl-5H-1,3-oxazole
• CAS: 73453-77-7
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: KNJPRRWSGIDBCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  3-(4,4-dimethyloxazolin 2-yl)anisole 在 正丁基锂 、 二氧化碳 作用下， 生成 methyl 2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-6-methoxybenzoate
  参考文献：
  名称：

  A new route to 3-hydroxyphthalides : Application to the synthesis of racemic [5-13C] daunomycinone.

  摘要：

  DOI：

  10.1016/s0040-4039(00)84815-7
• 作为产物：
  描述：

  3-甲氧基苯甲酸 以86%的产率得到3-(4,4-dimethyloxazolin 2-yl)anisole
  参考文献：
  名称：

  Synthesis of 8-hydroxy- and 11-hydroxy-7,12-dimethylbenz[a]anthracenes. Tin(II) chloride mediated reductions

  摘要：

  DOI：

  10.1021/jo01300a007

文献信息

• New methods and reagents in organic synthesis. 92. A stereoselective synthesis of tilivalline and its analogs
  作者：Shigehiro Mori、Tomoyasu Ohno、Hiroshi Harada、Toyohiko Aoyama、Takayuki Shioiri

  DOI：10.1016/s0040-4020(01)80968-6

  日期：——

  Tilivalline (1a), a metabolite from Klebsiella pneumoniae var. oxytoca, and its derivatives 1 have been efficiently and stereoselectively synthesized from diphenyl phosphorazidate, the 2-oxazoline 2, the L-proline derivatives 5, and indole; the key step is a Mannich type intramolecular cyclization accompanied with completely stereoselective introduction of indole. Furthermore, 11-substituted 5H- pyrrolo[2

  Tilivalline（1a），肺炎克雷伯菌的一种代谢产物。催产素及其衍生物1已由叠氮基磷酸二苯酯，2-恶唑啉2，L-脯氨酸衍生物5和吲哚有效地和立体选择性地合成；关键步骤是伴随完全立体选择性引入吲哚的曼尼希型分子内环化反应。此外，通过使用这种新的曼尼希型环化反应，还由乙缩醛酰胺9a和各种亲核试剂合成了11个取代的5 H-吡咯并[2,1- c ] [1,4]苯并二氮杂-5-酮（16）。。
• The ruthenium-catalyzed <i>meta</i>-selective C–H nitration of various azole ring-substituted arenes
  作者：Dong Zhang、Di Gao、Jinlin Cai、Xiaoyu Wu、Hong Qin、Kai Qiao、Chengkou Liu、Zheng Fang、Kai Guo

  DOI：10.1039/c9ob01930h

  日期：——

  The efficient and gentle ruthenium-catalyzed meta-selective C_Ar–H nitration of azole ring substituted arenes has been developed.

  我们开发了一种高效且温和的钌催化的对取代芳烃的唑环进行间位-选择性的C_Ar–H硝化的方法。

• 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。
• Anti-inflammatory benzylselenobenzamides made from anilines and
  申请人：A. Nattermann & Cie. GmbH

  公开号：US05141955A1

  公开（公告）日：1992-08-25

  Anti-inflammatory benzylselanobenzamides made from anilines and benzylamines have the formula I ##STR1## are disclosed wherein R is hydrogen, methyl or ethyl; R.sup.1 and R.sup.2 are the same or different and, taken separately, are hydrogen, fluorine, chlorine, bromine, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, hydroxy, cyano, amino, dimethylamino or nitro; and R.sup.3 and R.sup.4 are the same or different and, taken separately, are hydrogen, fluorine, chlorine, bromine, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, hydroxy, cyano, or nitro and, taken together, represent methylenedioxy; and n is 0.1 or 2.

  由苯胺和苄胺制成的抗炎苄硒苯甲酰胺具有以下结构式I的化学式，其中R为氢、甲基或乙基；R.sup.1和R.sup.2相同或不同，分别为氢、氟、氯、溴、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基、氰基、氨基、二甲胺基或硝基；R.sup.3和R.sup.4相同或不同，分别为氢、氟、氯、溴、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基、氰基或硝基，或者一起表示亚甲二氧基；n为0.1或2。
• Synthesis, tubulin binding, antineoplastic evaluation, and structure-activity relationship of oncodazole analogs
  作者：Lawrence I. Kruse、David L. Ladd、Peter B. Harrsch、Francis L. McCabe、Shau Ming Mong、Leo Faucette、Randall Johnson

  DOI：10.1021/jm00122a020

  日期：1989.2

  soluble oncodazole analogue that could be easily formulated, a series of substituted oncodazoles was synthesized and evaluated for tubulin binding affinity, in vitro cytotoxicity against cultured mouse B-16 cells, and ability to prolong lifespan at the maximally tolerated dose in the P388 mouse leukemia model. Biological evaluation of all the isomeric methyloncodazoles demonstrated the thiophene 4'-position

  为了鉴定易于配制的可溶性oncodazole类似物，合成了一系列取代的oncodazoles，并评估了微管蛋白结合亲和力，对培养的小鼠B-16细胞的体外细胞毒性以及在最大耐受剂量下可延长寿命的能力。在P388小鼠白血病模型中。对所有同分异构的甲基oncodazoles的生物学评估表明，噻吩4'-位点是具有显着容忍度的唯一位点，尽管用极性或带电官能团取代了该位点可消除生物学活性。已显示4'-羧甲基oncodazole的简单酯相对于oncodazole具有增强的抗肿瘤活性和微管蛋白结合亲和力。尽管这项研究未能确定具有抗肿瘤活性的水溶性oncodazole，