4-(2-Bromophenyl)butane-1,2-diol | 1438828-71-7

• 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-(2-Bromophenyl)butane-1,2-diol
• 英文别名: 4-(2-bromophenyl)butane-1,2-diol
• CAS: 1438828-71-7
• 化学式: C₁₀H₁₃BrO₂
• 分子量: 245.116
• InChiKey: GYJHNMDCZPDFEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-Bromophenyl)butane-1,2-diol 在 正丁基锂 、 对甲苯磺酸一水合物 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 36.5h， 生成 (2-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)dimethylsilane
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b
• 作为产物：
  描述：

  4-(2-溴苯基)-1-丁烯 在 sodium periodate 、 溶剂黄146 、 lithium bromide 、 甲醇 、 potassium carbonate 作用下， 反应 48.0h， 以686 mg的产率得到4-(2-Bromophenyl)butane-1,2-diol
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b

文献信息

• [EN] PHENYL-(AZA)CYCLOALKYL CARBOXYLIC ACID GPR120 MODULATORS<br/>[FR] MODULATEURS DES RÉCEPTEURS GPR120 À BASE D'ACIDE PHÉNYL-(AZA)CYCLOALKYLCARBOXYLIQUE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016040225A1

  公开（公告）日：2016-03-17

  The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein-coupled receptor modulators which may be used as medicaments.

  本发明提供了化合物的结构式(I)：或其立体异构体，或其药学上可接受的盐，其中所有变量如本文所定义。这些化合物是GPR120 G蛋白偶联受体调节剂，可用作药物。
• PHENYL-(AZA)CYCLOALKYL CARBOXYLIC ACID GPR120 MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP3191453A1

  公开（公告）日：2017-07-19
• Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane
  作者：Seung Hwan Cho、John F. Hartwig

  DOI：10.1021/ja403462b

  日期：2013.6.5

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.