5'-hydroxymethyl-1,1':3',1''-terphenyl | 741671-53-4

• 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: 5'-hydroxymethyl-1,1':3',1''-terphenyl
• 英文别名: [1,1':3',1''-terphenyl]-5'-ylmethanol；3,5-diphenylbenzylalcohol；(3,5-Diphenylphenyl)methanol
• CAS: 741671-53-4
• 化学式: C₁₉H₁₆O
• 分子量: 260.335
• InChiKey: JVTKZENFYOUFIB-UHFFFAOYSA-N

物化性质

• 熔点：
  138-140 °C
• 沸点：
  432.3±14.0 °C(Predicted)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5'-hydroxymethyl-1,1':3',1''-terphenyl 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以66%的产率得到1-(溴甲基)-3,5-二苯基苯
  参考文献：
  名称：

  由手性阳离子引导的对映选择性分子间 C-H 胺化

  摘要：

  C( sp 3 )-H 键的对映选择性胺化是一种强大的合成转化，但在分子间意义上实现却极具挑战性。我们开发了一系列用于 Rh 催化的 C–H 胺化的一流催化剂的阴离子变体，Rh 2 (esp) 2，我们将衍生自季铵化金鸡纳生物碱的手性阳离子与它们相关联。这些离子对催化剂能够在带有侧羟基的底物的苄基 C-H 胺化中实现高水平的对映选择性。此外，手性阳离子的喹啉似乎与铑络合物进行轴向连接，与 Rh 2 (esp) 2相比，提供了更高的产物产率并突出阳离子所发挥的双重作用。这些结果强调了使用手性阳离子在具有挑战性的过渡金属催化转化中控制对映选择性的潜力。

  DOI：

  10.1021/jacs.1c05206
• 作为产物：
  描述：

  1-(溴甲基)-3,5-二苯基苯 在 水 、 calcium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以80%的产率得到5'-hydroxymethyl-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Synthesis of Hyperbranched Dendrimers with Hydrophobic Surface Group

  摘要：

  Hyperbranched dendrimers 1a, 1b, 2a, 2b, 3a, and 3b were synthesized with m-terphenyl end group, which can function as hydrophobic surface.

  DOI：

  10.1081/scc-120037913

文献信息

• [Ir(cod)Cl]₂/FDPPE-Catalyzed Chemo- and Regioselective Cyclotrimerization of Two Different Terminal Alkynes To Give 1,3,5-Trisubstituted Benzenes
  作者：Ryo Takeuchi、Gen Onodera、Masayoshi Matsuzawa、Takahiro Aizawa、Takeshi Kitahara、Yoshihisa Shimizu、Satoko Kezuka

  DOI：10.1055/s-2008-1042810

  日期：——

  [Ir(cod)Cl] 2 in combination with 1,2-bis(dipentafluorophenylphosphino)ethane catalyzes chemo- and regioselective cyclotrimerization of two different alkynes. The reaction of methyl propiolate with 1-hexyne gave methyl 3,5-di( N-butyl)benzoate as a single product in 88% yield.

  [Ir(cod)Cl] 2 与 1,2-双（二五氟苯基膦基）乙烷结合催化两种不同炔烃的化学和区域选择性环三聚反应。丙炔酸甲酯与 1-己炔反应以 88% 的产率得到 3,5-二（N-丁基）苯甲酸甲酯作为单一产物。
• Fine-tuning catalytic activity and selectivity—[Rh(amino acid thioamide)] complexes for efficient ketone reduction
  作者：Katrin Ahlford、Madeleine Livendahl、Hans Adolfsson

  DOI：10.1016/j.tetlet.2009.08.116

  日期：2009.11

  Amino acid-derived thioamides are prepared and evaluated as ligands in the rhodium-catalyzed asymmetric transfer hydrogenation of ketones in 2-propanol. It is found that increasing the steric bulk at the C-terminus of the ligand had a positive impact on both activity and selectivity in the reduction reaction. In order to find the optimum catalyst, a study is performed on a series of thioamide ligands having substituents of varying size. (C) 2009 Elsevier Ltd. All rights reserved.
• Optimization and Structure–Activity Relationships of Phosphinic Pseudotripeptide Inhibitors of Aminopeptidases That Generate Antigenic Peptides
  作者：Paraskevi Kokkala、Anastasia Mpakali、Francois-Xavier Mauvais、Athanasios Papakyriakou、Ira Daskalaki、Ioanna Petropoulou、Sofia Kavvalou、Mirto Papathanasopoulou、Stefanos Agrotis、Theodora-Markisia Fonsou、Peter van Endert、Efstratios Stratikos、Dimitris Georgiadis

  DOI：10.1021/acs.jmedchem.6b01031

  日期：2016.10.13

  The oxytocinase subfamily of M1 aminopeptidases, Consisting of ER aminopeptidase 1 (ERAP1), ER aminopeptidase 2 (ERAP2), and insulin-regulated aminopeptidase (IRAP), plays critical roles in the generation of antigenic peptides and indirectly regulates human adaptive immune responses. We have previously,demonstrated that phosphinic pseudotripeptides can constitute potent inhibitors of this group of enzymes. In this study, we used synthetic methodologies able to furnish a series of stereochemically defined phosphinic pseudotripeptides and demonstrate that side chains at P-1' and P-2' positions are Critical determinants in driving potency and selectivity. We identified low nanomolar inhibitors of ERAP2 and IRAP that display selectivity of more than 2 and 3 orders of magnitude, respectively. Cellular analysis demonstrated that one of the compounds that is a selective IRAP inhibitor can reduce IRAP-dependent but not, ERAP1-dependent cross-presentation by dendritic cells with nanomolar efficacy. Our results encourage further preclinical development of phosphinic pseudotripeptides as regulators of adaptive immune responses.
• A Crystalline Porous Coordination Polymer Decorated with Nitroxyl Radicals Catalyzes Aerobic Oxidation of Alcohols
  作者：Liangchun Li、Ryotaro Matsuda、Iku Tanaka、Hiroshi Sato、Prakash Kanoo、Hyung Joon Jeon、Maw Lin Foo、Atsushi Wakamiya、Yasujiro Murata、Susumu Kitagawa

  DOI：10.1021/ja5019095

  日期：2014.5.28

  A porous coordination polymer (PCP) has been synthesized employing an organic ligand in which a stable free radical, isoindoline nitroxide, is incorporated. The crystalline PCP possesses one-dimensional channels decorated with the nitroxyl catalytic sites. When O-2 gas or air was used as the oxidant, this PCP was verified to be an efficient, recyclable, and widely applicable catalyst for selective oxidation of various alcohols to the corresponding aldehydes or ketones.
• MATERIALIEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN
  申请人：Merck Patent GmbH

  公开号：EP3197982B1

  公开（公告）日：2020-05-06