2-(di-tert-butylphosphino)-2'-isopropylbiphenyl | 255835-84-8

• 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-(di-tert-butylphosphino)-2'-isopropylbiphenyl
• 英文别名: 2-di-tert-butylphosphino-2'-isopropylbiphenyl；2-(di-t-butylphosphino)-2'-(isopropyl)biphenyl；Di-tert-butyl(2'-isopropyl-[1,1'-biphenyl]-2-yl)phosphane；ditert-butyl-[2-(2-propan-2-ylphenyl)phenyl]phosphane
• CAS: 255835-84-8
• 化学式: C₂₃H₃₃P
• 分子量: 340.489
• InChiKey: FNHBWYLUBOXRJB-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94 °C
• 沸点：
  442.8±34.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-溴-4-甲氧基苯甲醛 、 4-茋胺 、 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以45%的产率得到
  参考文献：
  名称：

  Fluorescence response of TICT-active aminostilbenes to copper(II) ions: redox reaction vs ion recognition

  摘要：

  在乙腈中观察到氨基二苯乙烯 1-4 的 Cu（II）选择性荧光增强（1、2 和 4）或荧光淬灭（3）。这些荧光反应是由于 Cu（II）介导的 1-4 高效氧化作用形成了新的荧光物种，而不是由于任何特定的非共价相互作用。氧化还原反应的证据包括不可逆的 Cu（II）滴定光谱、自由基阳离子的光谱观察以及氧化氨基二苯乙烯二聚体的分离。这些结果为合成四代四氢呋喃提供了一种新方法，并表明具有分子内电荷转移扭曲活性的氨基二苯乙烯是潜在的荧光增强型 Cu(II) 化学模拟物。在芳胺基 Cu（II）选择性荧光团的传感机制中，应始终考虑 Cu（II）介导的氧化还原反应的作用。

  DOI：

  10.1007/s11164-012-0627-5
• 作为产物：
  描述：

  2-异丙基苯硼酸 在 四(三苯基膦)钯 potassium phosphate 、 正丁基锂 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 96.25h， 生成 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl
  参考文献：
  名称：

  Efficient Palladium-Catalyzed N-Arylation of Indoles

  摘要：

  The N-arylation of indoles, including a variety of substituted ones, has been carried out using bulky, electron rich phosphines as the supporting ligand in combination with Pd-2(dba)(3). Using this catalyst system, the efficient coupling of indole and a variety of substituted indoles with aryl iodides, bromides, chlorides, and triflates can be achieved.

  DOI：

  10.1021/ol005728z
• 作为试剂：
  描述：

  邻氯苯酚 在 palladium diacetate 、 sodium hydroxide 、 potassium phosphate 、 苄基三丁基氯化铵 、 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl 作用下， 以 甲苯 为溶剂， 反应 136.0h， 生成 (R)-(+)-2,3-dihydro-2-butyl-benzo[1,4]-dioxine
  参考文献：
  名称：

  Palladium-Catalyzed Intramolecular C−O Bond Formation

  摘要：

  A number of oxygen heterocycles were synthesized using the palladium-catalyzed intramolecular etherification of aryl halides by employing di-tert-butylphosphinobiaryl ligands. The reaction proceeds under mild conditions using weak bases such as Cs2CO3 or K3PO4. A variety of functional groups are tolerated in the reaction. and enantioenriched alcohols can be coupled without erosion of optical purity. The mildness of the reaction conditions allows for the use of polyfunctionalized substrates. This method was used as the key step in the synthesis of MKC-242, an antidepressant currently in clinical trials. The synthesis of MKC-242 was achieved in 40% overall yield from commercially available sesamol and acrylonitrile,

  DOI：

  10.1021/ja012046d

文献信息

• Ligands for metals and improved metal-catalyzed processes based thereon
  申请人：——

  公开号：US20040171833A1

  公开（公告）日：2004-09-02

  One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

  本发明的一个方面涉及过渡金属配体。本发明的第二个方面涉及在过渡金属催化的碳-杂原子和碳-碳键形成反应中使用包含这些配体的催化剂。所述方法提供了过渡金属催化反应的许多特征的改进，包括适用底物的范围、反应条件和效率。
• An Improved Synthesis of Functionalized Biphenyl-Based Phosphine Ligands
  作者：Hiroshi Tomori、Joseph M. Fox、Stephen L. Buchwald

  DOI：10.1021/jo000691h

  日期：2000.8.1

  Functionalized dicyclohexyl- and di-tert-butylphosphinobiphenyl ligands are prepared by the reaction of arylmagnesium halides with benzyne, followed by the addition of a chlorodialkylphosphine. This one-pot procedure is considerably less expensive and time-consuming than the method used previously to prepare such ligands. The cost of introducing the dicyclohexylphosphine group can be decreased by preparing

  通过使卤化芳基镁与苯炔反应，然后加入氯二烷基膦，可以制备官能化的二环己基和二叔丁基膦基联苯配体。这种一锅法比以前用于制备这种配体的方法便宜得多且省时。通过从PCl3和环己基氯化镁制备氯二环己基膦，并使用该试剂而无需进一步纯化，可以降低引入二环己基膦基的成本。该新方法意义重大，因为可以通过简单的方法以相对便宜的起始原料生产有用数量的各种配体，并且在大多数情况下无需色谱纯化。
• Ligands for Metals and Improved Metal-Catalyzed Processes Based Thereon
  申请人：Buchwald L. Stephen

  公开号：US20080033171A1

  公开（公告）日：2008-02-07

  One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

  本发明的一个方面涉及新型过渡金属配体。本发明的第二个方面涉及在过渡金属催化的碳-杂原子和碳-碳键形成反应中使用包含这些配体的催化剂。该方法提供了许多过渡金属催化反应的改进特性，包括适合底物的范围，反应条件和效率。
• Novel therapeutic agents for the treatment of cancer, metabolic diseases and skin disorders
  申请人：Sarshar Sepehr

  公开号：US20070078189A1

  公开（公告）日：2007-04-05

  The present invention is directed to novel compounds according to formulae wherein R 1 , R 2 , R 3 and R 4 are as defined herein. The invention also discloses methods of preparation, pharmaceutical compositions, and methods of disease treatment utilizing pharmaceutical compositions comprising these compounds. The compounds of this invention are novel therapeutic agents for the treatment of cancer, diabetes, metabolic diseases and skin disorders in mammalian subjects. These compounds are also useful modulators of gene expression. They exert their activity by interfering with certain cellular signal transduction cascades. The compounds of the invention are thus also useful for regulating cell differentiation and cell cycle processes that are controlled or regulated by various hormones or cytokines. The invention also discloses pharmaceutical compositions and methods of treatment of disease in mammals.

  本发明涉及公式（I）所示的新化合物，其中R1，R2，R3和R4如本文所定义。本发明还揭示了制备方法，制药组合物以及利用包含这些化合物的制药组合物的疾病治疗方法。本发明的化合物是哺乳动物主体中用于治疗癌症，糖尿病，代谢性疾病和皮肤疾病的新型治疗剂。这些化合物也是有用的基因表达调节剂。它们通过干扰某些细胞信号转导级联来发挥其活性。因此，本发明的化合物也有助于调节受各种激素或细胞因子控制或调节的细胞分化和细胞周期过程。本发明还揭示了哺乳动物疾病的制药组合物和治疗方法。
• LIGANDS FOR METALS AND METAL-CATALYZED PROCESSES
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1097158B1

  公开（公告）日：2006-01-25