N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium | 851051-43-9

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium
• 英文别名: (N-((1S,2S)-1,2-diphenyl-2-((3-phenylpropyl)amino)ethyl)-4-methylphenylsulfonamido)ruthenium(II) chloride；Tethered catalyst；C3-[(S,S)-teth-TsDpenRuCl]；RuCl[(S,S)-C3-teth-Tsdpen]；[(S,S)-TsDPEN teth RuCl]；[RuCl(S,S)-Teth-TsDPEN]；[(S,S)-Teth-TsDpen RuCl]；chlororuthenium(1+);[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-(4-methylphenyl)sulfonylazanide
• CAS: 851051-43-9
• 化学式: C₃₀H₃₁ClN₂O₂RuS
• 分子量: 620.177
• InChiKey: MDABGVLQRDDWLY-ARDORAJISA-M

物化性质

• 熔点：
  260-268℃

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 储存条件：
  存储条件：2-8°C，需密闭保存并保持干燥。

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium 、 potassium iodide 以 乙醇 、 水 为溶剂， 反应 2.0h， 以98%的产率得到N-[(1S,2S)-(1,2-diphenyl-2-(3-phenypropylamino)ethyl)-4-methylbenzenesulfonamide]ruthenium(II) iodide
  参考文献：
  名称：

  Tethered Ru(II) catalysts containing a Ru–I bond

  摘要：

  Two new iodide-containing derivatives of the widely-adopted arene/Ru(II)/TsDPEN catalysts have been prepared and fully characterised, including through X-ray crystallography. They have been evaluated as catalysts for the asymmetric reduction of acetophenone under both transfer (ATH) and pressure hydrogenation (AH) conditions. The iodide-containing complexes are equally efficient in the ATH reaction, but less active in the AH reaction compared to the chloride derivatives. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.10.033
• 作为产物：
  描述：

  N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzenesulfonamide ammonium chloride ruthenium dimer 在 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 1.5h， 生成 N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium
  参考文献：
  名称：

  Synthesis and Catalytic Applications of an Extended Range of Tethered Ruthenium(II)/η⁶-Arene/Diamine Complexes

  摘要：

  A series of novel enantiopure Ru(II) complexes containing a chiral diamine and eta(6)-arene connected by a tethering group have been prepared and were evaluated in the asymmetric reductions of a range of ketones. Changes to the level of steric hindrance and the addition of an electron withdrawing functionality on the sulfonyl group have a significant effect on the reactivity and enantioselectivity of the catalysts.

  DOI：

  10.1021/om500788t
• 作为试剂：
  描述：

  alpha-氯乙酰苯 在 N-[(1S,2S)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium 、 氢气 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、7.5 MPa 条件下， 反应 16.0h， 以94%的产率得到
  参考文献：
  名称：

  束缚钌催化剂在酮的不对称加氢和醛的选择性加氢中的应用

  摘要：

  描述了一种改进的合成方法，用于合成单磺酰化二胺的束缚钌（II）配合物，以及它们在酮和醛加氢中的应用。将络合物以氯化物形式直接用于不对称酮的氢化反应，在最佳情况下，在60°C的条件下使用30 bar氢气，可提供超过99％ee的产物，并选择性还原醛，而不是其他官能团。组。

  DOI：

  10.1002/adsc.201200362

文献信息

• A Class of Ruthenium(II) Catalyst for Asymmetric Transfer Hydrogenations of Ketones
  作者：Aidan M. Hayes、David J. Morris、Guy J. Clarkson、Martin Wills

  DOI：10.1021/ja051486s

  日期：2005.5.25

  Ruthenium dimer 6 (readily available in two steps from TsDPEN) is converted directly to monomeric asymmetric transfer hydrogenation catalyst 3 in situ under the conditions employed for ketone reduction. Catalyst 3 is a significantly more active catalyst for this application than the untethered derivative, exhibits higher enantioselectivities across a range of substrates, and appears to be highly stable

  在用于酮还原的条件下，钌二聚体 6（很容易从 TsDPEN 分两步获得）直接原位转化为单体不对称转移氢化催化剂 3。对于该应用，催化剂 3 是比未束缚衍生物显着更活跃的催化剂，在一系列底物上表现出更高的对映选择性，并且似乎对反应条件高度稳定。它在低至 0.01 mol % 的负载下具有活性，并且在 0.1 mol % 水平下的还原在 80 摄氏度 20 分钟内完成，对映选择性没有显着损失。
• [EN] PROCESS FOR PREPARING TETRACYCLIC HETEROCYCLE COMPOUNDS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS HÉTÉROCYCLIQUES TÉTRACYCLIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2015065821A1

  公开（公告）日：2015-05-07

  The present invention is directed to a process for preparing Tetracyclic Heterocycle Compounds of formula (I): which are useful as HCV NS5A inhibitors. The present invention is also directed to compounds that are useful as synthetic intermediates for making the compounds of formula (I).

  本发明涉及一种制备式(I)四环杂环化合物的方法，其可用作HCV NS5A抑制剂。本发明还涉及一些化合物，这些化合物可用作制备式(I)化合物的合成中间体。
• Org. Lett. 2014, 16, 2310-2313
  作者：

  DOI：——

  日期：——
• Synthesis and Catalytic Applications of an Extended Range of Tethered Ruthenium(II)/η⁶-Arene/Diamine Complexes
  作者：Roy Hodgkinson、Václav Jurčík、Antonio Zanotti-Gerosa、Hans Günter Nedden、Andrew Blackaby、Guy J. Clarkson、Martin Wills

  DOI：10.1021/om500788t

  日期：2014.10.13

  A series of novel enantiopure Ru(II) complexes containing a chiral diamine and eta(6)-arene connected by a tethering group have been prepared and were evaluated in the asymmetric reductions of a range of ketones. Changes to the level of steric hindrance and the addition of an electron withdrawing functionality on the sulfonyl group have a significant effect on the reactivity and enantioselectivity of the catalysts.
• Tethered Ru(II) catalysts containing a Ru–I bond
  作者：Katherine E. Jolley、Guy J. Clarkson、Martin Wills

  DOI：10.1016/j.jorganchem.2014.10.033

  日期：2015.1

  Two new iodide-containing derivatives of the widely-adopted arene/Ru(II)/TsDPEN catalysts have been prepared and fully characterised, including through X-ray crystallography. They have been evaluated as catalysts for the asymmetric reduction of acetophenone under both transfer (ATH) and pressure hydrogenation (AH) conditions. The iodide-containing complexes are equally efficient in the ATH reaction, but less active in the AH reaction compared to the chloride derivatives. (C) 2014 Elsevier B.V. All rights reserved.