(S)-N-(4-methylbenzyl)-1-phenylethanamine | 1109286-63-6

• 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: (S)-N-(4-methylbenzyl)-1-phenylethanamine
• 英文别名: N-(4-methylbenzyl)-1-phenylethanamine；(S)-N-(4-methylbenzyl)-1-phenylethylamine；(1S)-N-[(4-methylphenyl)methyl]-1-phenylethanamine
• CAS: 1109286-63-6
• 化学式: C₁₆H₁₉N
• 分子量: 225.334
• InChiKey: UDQILIFIYSJMCU-AWEZNQCLSA-N

物化性质

• 沸点：
  327.8±11.0 °C(Predicted)
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  (S)-N-(4-methylbenzyl)-1-phenylethanamine 、 (Z)-1-carbamoyl-2-ethenylcyclopropanecarboxylic acid 以 乙腈 为溶剂， 反应 15.0h， 以11.7%的产率得到(1S,2S)-2-vinyl-1-carbamoylcyclopropanecarboxylic acid (S)-N-(4-methylbenzyl)-1-phenylethylamine salt
  参考文献：
  名称：

  EP2345633

  摘要：

  公开号：
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 对甲基苯甲醛 在 硼烷铵络合物 作用下， 以 甲醇 、 水 为溶剂， 反应 6.5h， 以99%的产率得到
  参考文献：
  名称：

  石墨烯负载的NiPd合金纳米粒子：新型高效的异质催化剂体系，用于醛的还原胺化

  摘要：

  描述了一种新颖且高效的醛的异相催化还原胺化。使用氨硼烷（AB）作为绿色，稳定和安全的氢供体的最新开发的石墨烯负载NiPd合金纳米颗粒（G-NiPd）催化剂在环境条件下的水/甲醇混合物（v / v = 2/3）中使用。该催化体系已成功应用于各种取代的醛与胺的胺化反应中，并在6小时内以（高达）99％的收率获得了相应的产物。G-NiPd催化剂最多可循环使用五次，而产物收率没有任何重大损失。

  DOI：

  10.1016/j.molcata.2015.08.022

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。
• 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。
• Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis
  作者：Vishwas G. Chandrashekhar、Wolfgang Baumann、Matthias Beller、Rajenahally V. Jagadeesh

  DOI：10.1126/science.abn7565

  日期：2022.6.24

  Efficient and general methods for the synthesis of amines remain in high demand in the chemical industry. Among the many known processes, catalytic hydrogenation is a cost-effective and industrially proven reaction and currently used to produce a wide array of such compounds. We report a homogeneous nickel catalyst for hydrogenative cross coupling of a range of aromatic, heteroaromatic, and aliphatic

  合成胺的有效和通用方法在化学工业中仍然有很高的需求。在许多已知的方法中，催化加氢是一种经济有效且经工业验证的反应，目前用于生产多种此类化合物。我们报告了一种均相镍催化剂，用于将一系列芳族、杂芳族和脂肪族腈与伯胺和仲胺或氨进行氢化交叉偶联。该通用氢化方案通过直接和高选择性合成 > 230 种功能化和结构多样的胺（包括药学相关和手性产物）以及15N-同位素标记应用。
• 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。