2,2-dimethyl-6-tert-butyl-3,4-dihydro-2H-1-benzopyran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,2-dimethyl-6-tert-butyl-3,4-dihydro-2H-1-benzopyran
• 英文别名: 6-tert-butyl-2,2-dimethylchroman；6-Tert-butyl-2,2-dimethyl-3,4-dihydrochromene
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: LTGHRGONLISOFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(tert-butyl)-4-((3-methylbut-2-en-1-yl)oxy)benzene 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以78%的产率得到2,2-dimethyl-6-tert-butyl-3,4-dihydro-2H-1-benzopyran
  参考文献：
  名称：

  Bismuth Triflate Catalyzed [1,3] Rearrangement of Aryl 3-Methylbut-2-enyl Ethers

  摘要：

  我们开发了一种高效的三酸铋催化 3-甲基丁-2-烯基芳基醚 [1,3] 重排反应。该反应进行迅速，并能以中等至良好的收率（高达 86%）得到相应的对位和正位苯酚和萘酚。

  DOI：

  10.1055/s-2006-950326

文献信息

• Iron-Catalyzed Arene Prenylation
  作者：Alexander J. Villani-Gale、Chad C. Eichman

  DOI：10.1002/ejoc.201600531

  日期：2016.6

  arenes and 2,2-dimethylchromans using a Friedel–Crafts-type coupling between activated arenes and isoprene is reported. A combination of catalytic amounts of FeCl3 and AgBF4 promotes a regioselective prenylation event followed by a cyclization to form a 2,2-dimethylchroman structure. The method avoids isoprene polymerization and allows the facile late-stage derivatization of biologically active motifs.

  报道了使用活化芳烃和异戊二烯之间的 Friedel-Crafts 型偶联合成异戊二烯化芳烃和 2,2-二甲基色满。催化量的 FeCl3 和 AgBF4 的组合促进了区域选择性异戊二烯化事件，然后环化形成 2,2-二甲基色满结构。该方法避免了异戊二烯聚合，并允许生物活性基序的后期衍生化。
• Mesoporous and hexagonally ordered CuAl-SBA-15-catalyzed tandem C–C and C–O bond formation between phenols and allylic alcohols
  作者：Shaji Varghese、Chokkalinkam Anand、Dattatray Dhawale、Ajayan Mano、Veerappan V. Balasubramanian、George Allen Gnana Raj、Samuthira Nagarajan、Mohammad A. Wahab、Ajayan Vinu

  DOI：10.1016/j.tetlet.2012.08.043

  日期：2012.10

  A novel mesoporous catalyst, CuAl-SBA-15, with a hexagonally ordered porous structure prepared via a soft-templating approach in a highly acidic medium is used for tandem C–C and C–O bond formation between phenols and allylic alcohols to afford a variety of dihydrobenzopyrans in good yields. The catalyst is also found to be highly active for the synthesis of vitamin E and can be recycled several times

  一种新颖的介孔催化剂CuAl-SBA-15，具有在高酸性介质中通过软模板法制备的六角形有序多孔结构，可用于在酚和烯丙基醇之间形成串联的C–C和C–O键，从而提供各种二氢苯并吡喃类，收率高。还发现该催化剂对维生素E的合成具有很高的活性，可以循环使用几次而不会显着降低其活性。
• Highly Selective Synthesis of<i>Ortho</i>-Prenylated Phenols and Chromans by using a New Bimetallic CuAl-KIT-5 with a 3D-Cage-type Mesoporous Structure
  作者：Shaji Varghese、Chokkalingam Anand、Dattatray Dhawale、Gurudas P. Mane、Mohammad A. Wahab、Ajayan Mano、George Allen Gnana Raj、Samuthira Nagarajan、Ajayan Vinu

  DOI：10.1002/cctc.201200332

  日期：2013.4

  A nice piece of KIT: The first synthesis of a new bimetallic 3D‐cage‐type mesoporous catalyst CuAl‐KIT‐5 and its remarkable performance for the highly selective synthesis of ortho‐prenylated phenols and chromans is reported.

  一个很好的KIT：据报道，新型双金属3D笼型中孔催化剂CuAl-KIT-5的首次合成及其在高选择性合成邻苯二甲酰化苯酚和苯并二氢吡喃中的卓越性能得到了报道。
• Glycine Chroman-6-Sulfonamides for Use as Inhibitors of Diacylglycerol Lipase
  申请人：Chupak Louis S.

  公开号：US20110207749A1

  公开（公告）日：2011-08-25

  The present disclosure is generally directed to compounds that can inhibit DAGLα and/or β activity, compositions comprising such compounds, and methods for inhibiting DAGLα and/or β activity.

  本公开涉及可以抑制DAGLα和/或β活性的化合物，包括这些化合物的组合物和抑制DAGLα和/或β活性的方法。
• Compounds and Combinations Thereof for Inhibiting Beta-Amyloid Production and Methods of Use Thereof
  申请人：Paris Daniel

  公开号：US20080058330A1

  公开（公告）日：2008-03-06

  Provided are compounds which can be used in combination for treating diseases associated with a condition associated with cerebral accumulation of Alzheimer's amyloid, such as Alzheimer's disease. Also provided are methods of treating or reducing the risk of developing β-amyloid production, β-amyloid deposition, β-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of compounds which in combination can decrease β-amyloid production and capacitative calcium entry in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of the compounds.

  提供了一些化合物，可以组合使用来治疗与阿尔茨海默病淀粉样蛋白相关的疾病，如阿尔茨海默病。还提供了一种方法，通过给予治疗有效量的化合物组合来减少β-淀粉样蛋白的产生和细胞中的电容性钙离子进入，从而治疗或降低发生β-淀粉样蛋白产生、β-淀粉样蛋白沉积、β-淀粉样蛋白神经毒性（包括tau异常过度磷酸化）和与阿尔茨海默病淀粉样蛋白相关的微胶质病变。此外，还提供了一种方法，通过给予诊断有效量的化合物来诊断动物或人类中与阿尔茨海默病淀粉样蛋白相关的疾病。