2-bromo-4,5-dimethoxy-1-(methoxymethoxymethyl)benzene | 845302-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromo-4,5-dimethoxy-1-(methoxymethoxymethyl)benzene
• 英文别名: 1-bromo-4,5-dimethoxy-2-[(methoxymethoxy)methyl]benzene；1-Bromo-4,5-dimethoxy-2-(methoxymethoxymethyl)benzene
• CAS: 845302-11-6
• 化学式: C₁₁H₁₅BrO₄
• 分子量: 291.142
• InChiKey: ONJDLRVRBOJCBG-UHFFFAOYSA-N

物化性质

• 沸点：
  313.6±37.0 °C(Predicted)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-4,5-dimethoxy-1-(methoxymethoxymethyl)benzene 在 mercury(II) diacetate lead(IV) acetate 、 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 1.5h， 生成 3-[4',5'-dimethoxy-2'-(methoxymethoxymethyl)phenyl]-4-hydroxy-5,6,7-trimethoxychromen-2-one
  参考文献：
  名称：

  Cascade Synthesis of Polyoxygenated 6H,11H-[2]Benzopyrano-[4,3-c][1]benzopyran-11-ones

  摘要：

  2-(Methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.

  DOI：

  10.1021/jo062592v
• 作为产物：
  描述：

  6-溴藜芦醛 在 sodium tetrahydroborate 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.0h， 生成 2-bromo-4,5-dimethoxy-1-(methoxymethoxymethyl)benzene
  参考文献：
  名称：

  Cascade Synthesis of Polyoxygenated 6H,11H-[2]Benzopyrano-[4,3-c][1]benzopyran-11-ones

  摘要：

  2-(Methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.

  DOI：

  10.1021/jo062592v

文献信息

• Electrophilic C12 Building Blocks for Alkaloids: 1,1 Iterative Organoiron-Mediated Routes to (±)-Lycoramine and (±)-Maritidine
  作者：G. Richard Stephenson、Caroline Roe、Elizabeth J. Sandoe

  DOI：10.1002/ejoc.201001394

  日期：2011.3

  were used to prepare ortho-substituted (1-arylcyclohexadienyl) iron(1+) electrophiles. These were treated with Na+[Me3SiCH2CH2O2CCHCN](-) to build aryl-substituted quaternary centres in new examples of 1,1 iterative [eta(4)] -> [eta(5)]+ -> [eta(4)] -> [eta(5)]+ -> [eta(4)]} reaction sequences, which make use of the electrophilicity of the metal complex in two key carbon-carbon bond-formation steps

  从受保护的 6-溴愈创木酚和 2-溴-4,5-二甲氧基苄醇衍生物生成的芳基锂试剂用于制备邻位取代的 (1-芳基环己二烯基) 铁 (1+) 亲电子试剂。这些用 Na+[Me3SiCH2CH2O2CCHCN](-) 处理以在 1,1 迭代 [eta(4)] -> [eta(5)]+ -> [eta(4)] 的新例子中构建芳基取代的四元中心-> [eta(5)]+ -> [eta(4)]} 反应序列，在两个关键的碳-碳键形成步骤中利用金属配合物的亲电性。愈创木酚的 MOM 保护在进入石蒜胺骨架方面优于 SEM，TBDPS 最适合马里替丁。解络、水解和环化完成石蒜科生物碱 (+/-)-lycoramine 和 (+/-)-marididine 的正式全合成，
• Hydrolytically-resistant boron-containing therapeutics and methods of use
  申请人：Lee Ving

  公开号：US20050054644A1

  公开（公告）日：2005-03-10

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了硼杂环衍生物的组成物和使用方法，包括苯并噻硼酸酯，苯并氮硼酸酯和苯并硫硼酸酯，作为治疗细菌或病毒引起的疾病的治疗剂，以及合成上述药剂和组合物的方法。
• HYDROLYTICALLY-RESISTANT BORON-CONTAINING THERAPEUTICS AND METHODS OF USE
  申请人：Lee Ving

  公开号：US20090239824A1

  公开（公告）日：2009-09-24

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了一种硼杂环衍生物的组成物和使用方法，包括苯并噻硼烷、苯并氮硼烷和苯并硫硼烷，作为治疗由细菌或病毒引起的疾病的治疗剂，以及合成所述剂和其组成物的方法。
• Synthesis of polymethoxy-substituted triazolobenzoxazepines
  作者：S. Yu. Bukhvalova、M. A. Ivanov、Yu. B. Malysheva、A. Yu. Fedorov

  DOI：10.1134/s1070428016100183

  日期：2016.10

  A new approach has been proposed for the synthesis of polymethoxy-substituted [1,2,3]triazolo-[1,5-a][4,1]benzoxazepines starting from 2-bromo-4,5-dimethoxy- and 2-bromo-3,4,5-dimethoxybenzyl alcohols with thermal [3 + 2]-dipolar cycloaddition as the key stage.
• US7465836B2
  申请人：——

  公开号：US7465836B2

  公开（公告）日：2008-12-16