((4-bromo-3,5-dimethylbenzyl)oxy)(tert-butyl)dimethylsilane

• 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: ((4-bromo-3,5-dimethylbenzyl)oxy)(tert-butyl)dimethylsilane
• 英文别名: (4-Bromo-3,5-dimethylphenyl)methoxy-tert-butyl-dimethylsilane；(4-bromo-3,5-dimethylphenyl)methoxy-tert-butyl-dimethylsilane
• 化学式: C₁₅H₂₅BrOSi
• 分子量: 329.352
• InChiKey: YZNYOELMMOSPAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• 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

• 作为反应物：
  描述：

  ((4-bromo-3,5-dimethylbenzyl)oxy)(tert-butyl)dimethylsilane 在 4-二甲氨基吡啶 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 4'-(((tert-butyldimethylsilyl)oxy)methyl)-2',6'-dimethyl-[1,1'-biphenyl]-4-yl 3-phenylpropiolate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of phenyl-substituted coumarins with anti-tubercular activity that target FadD32

  摘要：

  In an effort to develop new and potent agents for therapy against tuberculosis, a high-throughput screen was performed against Mycobacterium tuberculosis strain H37Rv. Two 6-aryl-5,7-dimethyl-4-phenylcoumarin compounds 1a and 1b were found with modest activity. A series of coumarin derivatives were synthesized to improve potency and to investigate the structure-activity relationship of the series. Among them, compounds 1o and 2d showed improved activity with IC90 of 2 mu M and 0.5 mu M, respectively. Further optimization provided compound 3b with better physiochemical properties with IC90 0.4 mu M which had activity in a mouse model of infection. The role of the conformation of the 4- and 6-aryl substituents is also described. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.035
• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 在 咪唑 、 chromium(VI) oxide 、 sodium tetrahydroborate 、 硫酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 7.0h， 生成 ((4-bromo-3,5-dimethylbenzyl)oxy)(tert-butyl)dimethylsilane
  参考文献：
  名称：

  Synthesis and structure–activity relationships of phenyl-substituted coumarins with anti-tubercular activity that target FadD32

  摘要：

  In an effort to develop new and potent agents for therapy against tuberculosis, a high-throughput screen was performed against Mycobacterium tuberculosis strain H37Rv. Two 6-aryl-5,7-dimethyl-4-phenylcoumarin compounds 1a and 1b were found with modest activity. A series of coumarin derivatives were synthesized to improve potency and to investigate the structure-activity relationship of the series. Among them, compounds 1o and 2d showed improved activity with IC90 of 2 mu M and 0.5 mu M, respectively. Further optimization provided compound 3b with better physiochemical properties with IC90 0.4 mu M which had activity in a mouse model of infection. The role of the conformation of the 4- and 6-aryl substituents is also described. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.035

文献信息

• Preparation, Characterization, and Oxygenase Activity of a Photocatalytic Artificial Enzyme
  作者：Yifan Gu、Ken Ellis-Guardiola、Poonam Srivastava、Jared C. Lewis

  DOI：10.1002/cbic.201500165

  日期：2015.9.7

  Photocatalytic phony: An alkyne‐substituted acridinium cofactor was covalently linked to a prolyl oligopeptidase scaffold containing a genetically encoded 4‐azido‐L‐phenylalanine residue in its active site. Upon irradiation, the resulting artificial enzyme catalyzed sulfoxidation, and the protein scaffold extended the fluorescence lifetime of the acridium cofactor.

  光催化语音：炔烃取代的cri啶辅因子共价连接至脯氨酰寡肽酶支架，该支架在其活性位点包含遗传编码的4-叠氮基-L-苯丙氨酸残基。辐照后，所得的人造酶催化了亚砜氧化作用，蛋白支架延长了cri辅助因子的荧光寿命。
• Synthesis and structure–activity relationships of phenyl-substituted coumarins with anti-tubercular activity that target FadD32
  作者：Tomohiko Kawate、Noriaki Iwase、Motohisa Shimizu、Sarah A. Stanley、Samantha Wellington、Edward Kazyanskaya、Deborah T. Hung

  DOI：10.1016/j.bmcl.2013.09.035

  日期：2013.11

  In an effort to develop new and potent agents for therapy against tuberculosis, a high-throughput screen was performed against Mycobacterium tuberculosis strain H37Rv. Two 6-aryl-5,7-dimethyl-4-phenylcoumarin compounds 1a and 1b were found with modest activity. A series of coumarin derivatives were synthesized to improve potency and to investigate the structure-activity relationship of the series. Among them, compounds 1o and 2d showed improved activity with IC90 of 2 mu M and 0.5 mu M, respectively. Further optimization provided compound 3b with better physiochemical properties with IC90 0.4 mu M which had activity in a mouse model of infection. The role of the conformation of the 4- and 6-aryl substituents is also described. (c) 2013 Elsevier Ltd. All rights reserved.