N-(2-chlorobenzyl)-1-phenylethanamine | 823188-84-7

• 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: N-(2-chlorobenzyl)-1-phenylethanamine
• 英文别名: (S)-N-(2-chlorobenzyl)-N-(α-methylbenzyl)amine；(S)-N-(2-chlorobenzyl)-1-phenylethylamine；(1S)-N-[(2-chlorophenyl)methyl]-1-phenylethanamine
• CAS: 823188-84-7
• 化学式: C₁₅H₁₆ClN
• mdl: MFCD12030558
• 分子量: 245.752
• InChiKey: LOSJSCRCNLVTTA-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2-chlorobenzyl)-1-phenylethanamine 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (S,S)-N,N'-bis-(2-chlorobenzyl) N,N'-bis-(1-phenylethyl)-ethane-1,2-diamine
  参考文献：
  名称：

  Facile Synthesis of (S,S)‐1,2‐Diacylamides and (S,S)‐1,2‐Diamines with C ₂‐Symmetry

  摘要：

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.

  DOI：

  10.1080/00397910600770698
• 作为产物：
  描述：

  2-氯苯甲醛 在 sodium tetrahydroborate 、 sodium sulfate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 N-(2-chlorobenzyl)-1-phenylethanamine
  参考文献：
  名称：

  Facile Synthesis of (S,S)‐1,2‐Diacylamides and (S,S)‐1,2‐Diamines with C ₂‐Symmetry

  摘要：

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.

  DOI：

  10.1080/00397910600770698

文献信息

• Chiral cyclometalated iridium complexes for asymmetric reduction reactions
  作者：Jennifer Smith、Aysecik Kacmaz、Chao Wang、Barbara Villa-Marcos、Jianliang Xiao

  DOI：10.1039/d0ob02049d

  日期：——

  A series of chiral cyclometalated iridium complexes have been synthesised by cyclometalating chiral 2-aryl-oxazoline and imidazoline ligands with [Cp*IrCl2]2. These iridacycles were studied for asymmetric transfer hydrogenation reactions with formic acid as the hydrogen source and were found to display various activities and enantioselectivities, with the most effective ones affording up to 63% ee

  通过将手性2-芳基-恶唑啉和咪唑啉配体与[Cp * IrCl 2 ] 2进行环化，合成了一系列手性环金属化铱配合物。对这些iridacycles进行了以甲酸为氢源的不对称转移氢化反应的研究，发现它们具有各种活性和对映选择性，最有效的酮类化合物在酮的不对称还原胺化反应中可提供高达63％ee的活性，而在酮中则可提供77％ee的活性。还原吡啶鎓离子。
• Reconfigurable system for automated optimization of diverse chemical reactions
  作者：Anne-Catherine Bédard、Andrea Adamo、Kosi C. Aroh、M. Grace Russell、Aaron A. Bedermann、Jeremy Torosian、Brian Yue、Klavs F. Jensen、Timothy F. Jamison

  DOI：10.1126/science.aat0650

  日期：2018.9.21

  plug-and-play, continuous-flow chemical synthesis system that mitigates this challenge with an integrated combination of hardware, software, and analytics. The system software controls the user-selected reagents and unit operations (reactors and separators), processes reaction analytics (high-performance liquid chromatography, mass spectrometry, vibrational spectroscopy), and conducts automated optimizations

  自优化反应器 化学家花费大量时间调整已知反应的条件。温度和浓度的微小变化会对产品产量产生很大影响。贝达德等人。提出一个基于流的反应平台，可以自动执行这项艰巨的任务。通过使用来自集成分析的反馈，系统会收敛到最佳条件，然后可以高精度地应用这些条件。一系列具有加热、冷却、混合和光化学功能的模块可以配置用于广泛的反应。这些包括均相和非均相钯催化的交叉偶联、还原胺化以及在惰性气氛下生成敏感中间体。科学，这个问题 p。1220 基于流动的模块化系统使用实时反馈来优化有机化学中广泛使用的反应条件。化学合成通常需要劳动密集型的、有时是乏味的、反复试验的反应条件优化。在这里，我们描述了一种即插即用、连续流动的化学合成系统，它通过硬件、软件和分析的集成组合来缓解这一挑战。系统软件控制用户选择的试剂和单元操作（反应器和分离器），处理反应分析（高效液相色谱、质谱、振动光谱），并进行自动优化。该系统的能力在 CC 和
• METHOD FOR PRODUCING OPTICALLY ACTIVE VINYLCYCLOPROPANECARBOXYLIC ACID DERIVATIVE AND OPTICALLY ACTIVE VINYLCYCLOPROPANEAMINO ACID DERIVATIVE
  申请人：Tanaka Tatsuyoshi

  公开号：US20110245529A1

  公开（公告）日：2011-10-06

  The objective of the present invention is to provide a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative with high yield and high optical purity using a safe material available at low cost. In addition, the objective of the present invention is to provide a method for safely-obtaining an optically active vinylcyclopropaneamino acid with high optical purity at low cost. The problems can be solved by a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative, which method contains the step of reacting a racemic vinylcyclopropanecarboxylic acid derivative with an optically active amine compound, to obtain a diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative-amine compound. In addition, it is possible to obtain a vinylcyclopropaneamino acid by deriving the vinylcyclopropaneamino acid from thus obtained diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative-amine compound.

  本发明的目的是提供一种方法，使用成本低廉的安全材料高产高光学纯度地获得光学活性的乙烯基环丙烷羧酸衍生物。此外，本发明的目的还是提供一种以低成本安全地获得高光学纯度的光学活性乙烯基环丙烷氨基酸的方法。这些问题可以通过一种方法来解决，该方法包含将外消旋的乙烯基环丙烷羧酸衍生物与光学活性胺化合物反应，以获得光学活性乙烯基环丙烷羧酸衍生物-胺化合物的对映异构体盐。此外，可以通过从所获得的光学活性乙烯基环丙烷羧酸衍生物-胺化合物的对映异构体盐中推导出乙烯基环丙烷氨基酸。
• OPTICALLY ACTIVE VINYL-CYCLOPROPANE CARBOXYLIC ACID DERIVATIVE AND OPTICALLY ACTIVE VINYL-CYCLOPROPANE AMINO ACID DERIVATIVE MANUFACTURING METHOD
  申请人：Kaneka Corporation

  公开号：EP2345633A1

  公开（公告）日：2011-07-20

  The objective of the present invention is to provide a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative with high yield and high optical purity using a safe material available at low cost. In addition, the objective of the present invention is to provide a method for safely-obtaining an optically active vinylcyclopropaneamino acid with high optical purity at low cost. The problems can be solved by a method for obtaining an optically active vinylcyclopropanecarboxylic acid derivative, which method contains the step of reacting a racemic vinylcyclopropanecarboxylic acid derivative with an optically active amine compound, to obtain a diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative - amine compound. In addition, it is possible to obtain a vinylcyclopropaneamino acid by deriving the vinylcyclopropaneamino acid from thus obtained diastereomer salt of optically active vinylcyclopropanecarboxylic acid derivative - amine compound.

  本发明的目的是提供一种利用低成本安全材料获得高产率和高光学纯度的光学活性乙烯基环丙烷羧酸衍生物的方法。此外，本发明的目的是提供一种以低成本安全地获得光学活性高光学纯度的乙烯基环丙烷氨基 酸的方法。这些问题可以通过一种获得光学活性乙烯基环丙烷羧酸衍生物的方法来解决，该方法包含以下步骤：将外消旋乙烯基环丙烷羧酸衍生物与光学活性胺化合物反应，得到光学活性乙烯基环丙烷羧酸衍生物-胺化合物的非对映异构盐。此外，还可以从这样得到的光学活性乙烯基环丙烷羧酸衍生物-胺化合物的非对映异构盐中得到乙烯基环丙烷氨基酸。
• EP2345633
  申请人：——

  公开号：——

  公开（公告）日：——