(S)-2-苯基-N-(1-苯基乙基)乙烷-1-亚胺 | 127106-86-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)-2-苯基-N-(1-苯基乙基)乙烷-1-亚胺
• 英文名称: ((S)-1-Phenyl-ethyl)-[2-phenyl-eth-(E)-ylidene]-amine
• 英文别名: (S)-N-(phenylethylidene)-1-phenylethylamine；2-phenyl-N-[(1S)-1-phenylethyl]ethanimine
• CAS: 127106-86-9
• 化学式: C₁₆H₁₇N
• 分子量: 223.318
• InChiKey: DATPGXIYOKZSJY-AWEZNQCLSA-N

物化性质

• 沸点：
  353.0±35.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-2-苯基-N-(1-苯基乙基)乙烷-1-亚胺 在 盐酸 、 palladium hydroxide - carbon 、 hemin-divinylbenzene copolymer 、 氯化铵 作用下， 反应 68.0h， 生成 D-苯丙氨酸
  参考文献：
  名称：

  在氰化物改性的血红素共聚物存在下，通过将氰化物加到席夫碱中，氨基酸的不对称合成

  摘要：

  使用CN修饰的血红素共聚物进行了CN基团与Schiff碱的立体控制加成反应，所得氨基酸的旋光产率（80-95 ee）比不含血红素共聚物的光学产率高得多。

  DOI：

  10.1016/s0040-4039(01)80738-3
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 苯乙醛 在 sodium sulfate 作用下， 以 苯 为溶剂， 生成 (S)-2-苯基-N-(1-苯基乙基)乙烷-1-亚胺
  参考文献：
  名称：

  在氰化物改性的血红素共聚物存在下，通过将氰化物加到席夫碱中，氨基酸的不对称合成

  摘要：

  使用CN修饰的血红素共聚物进行了CN基团与Schiff碱的立体控制加成反应，所得氨基酸的旋光产率（80-95 ee）比不含血红素共聚物的光学产率高得多。

  DOI：

  10.1016/s0040-4039(01)80738-3

文献信息

• Process for producing 4,4,4-trifluoro-3-hydroxybutyric acid derivatives
  申请人：——

  公开号：US20020016511A1

  公开（公告）日：2002-02-07

  A first process for producing an optically active perfluoroalkylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfluoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybutanoic aryl ester derivatives. A fourth process for producing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxybutyric acid aryl ester derivative includes oxidizing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative. A fifth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A sixth process for producing an optically active 4,4,4-trifluoro-1,3-butanediol includes reducing the optically active aryl ester derivative by a hydride. A seventh process for producing an optically active or inactive 4,4,4-trifluoro-3-hydroxybutyric acid alkyl ester derivative includes reacting under an acid condition the optically active or optically inactive aryl ester derivative with a lower alcohol. It is possible to suitably combine at least two of the first to seventh processes.

  生产光学活性全氟烷基醇衍生物的第一种方法包括：(a)将光学活性亚胺与半缩醛全氟烷基醛的半缩醛化合物或全氟烷基醛的水合物反应，获得缩合物；(b)在酸性条件下水解缩合物。第二种提高光学活性4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物光学纯度的方法包括：(a)从该衍生物中沉淀出一个外消旋晶体；(b)将外消旋晶体从该衍生物中移除。第三种提高丁酮衍生物光学纯度的方法包括重结晶该衍生物。新化合物包括光学活性和非活性的4,4,4-三氟-3-羟基丁酸芳基酯衍生物。第四种生产光学活性或非活性4,4,4-三氟-3-羟基丁酸芳基酯衍生物的方法包括氧化光学活性或非活性的4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物。第五种提高光学活性芳基酯衍生物光学纯度的方法包括重结晶该衍生物。第六种生产光学活性4,4,4-三氟-1,3-丁二醇的方法包括通过氢化还原光学活性芳基酯衍生物。第七种生产光学活性或非活性4,4,4-三氟-3-羟基丁酸烷基酯衍生物的方法包括在酸性条件下将光学活性或非活性芳基酯衍生物与低级醇反应。可以适当地结合第一到第七种方法中的至少两种方法。
• Process for producing 4,4,4,- trifluoro-3-hydroxybutyric acid
  申请人：CENTRAL GLASS COMPANY, LIMITED

  公开号：US20030088095A1

  公开（公告）日：2003-05-08

  A first process for producing an optically active perfluoroalkylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfluoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro 3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybutanoic aryl ester derivatives. A fourth process for producing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxybutyric acid aryl ester derivative includes oxidizing an optically active or optically inactive 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative. A fifth process for increasing optical purity of the optically active aryl ester derivative includes recrystallizing the derivative. A sixth process for producing an optically active 4,4,4-trifluoro-1,3-butanediol includes reducing the optically active aryl ester derivative by a hydride. A seventh process for producing an optically active or inactive 4,4,4-trifluoro-3-hydroxybutyric acid alkyl ester derivative includes reacting under an acid condition the optically active or optically inactive aryl ester derivative with a lower alcohol. It is possible to suitably combine at least two of the first to seventh processes.

  第一种制备光学活性全氟烷基醇衍生物的方法包括：(a)将光学活性亚胺与全氟烷基醛的半缩醛或全氟烷基醛的水合物反应，得到缩醛；(b)在酸性条件下水解缩醛。第二种增加光学纯度的光学活性4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物的方法包括：(a)从该衍生物中沉淀出外消旋晶体；(b)将外消旋晶体从衍生物中除去。第三种增加丁酮衍生物光学纯度的方法包括重结晶该衍生物。新的化合物为光学活性和非活性的4,4,4-三氟-3-羟基丁酸芳基酯衍生物。第四种制备光学活性或非活性的4,4,4-三氟-3-羟基丁酸芳基酯衍生物的方法包括：氧化光学活性或非活性的4,4,4-三氟-3-羟基-1-芳基-1-丁酮衍生物。第五种增加光学活性芳基酯衍生物光学纯度的方法包括重结晶该衍生物。第六种制备光学活性4,4,4-三氟-1,3-丁二醇的方法包括通过还原光学活性芳基酯衍生物得到。第七种制备光学活性或非活性的4,4,4-三氟-3-羟基丁酸烷基酯衍生物的方法包括在酸性条件下将光学活性或非活性芳基酯衍生物与低级醇反应。可以适当地组合第一到第七种方法中的至少两种方法。
• Process for producing 4,4,4,-trifluoro-3-hydroxybutyric acid
  申请人：Central Glass Company, Limited

  公开号：US06639100B2

  公开（公告）日：2003-10-28

  A process for producing an optically active perfluoroalkylcarbinol by reacting an optically active imine with a hemiacetal or hydrate of a perfluoroalkylaldehyde to obtain a condensate, and hydrolyzing the condensate under acidic conditions. Optical purity of optically active 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone compounds may be increased by precipitating and removing a racemic crystal, and also recrystallizing the compound. Novel compounds include optically active and inactive 4,4,4-trifluoro-3-hydroxybutanoic aryl esters. A process for producing optically active or incactive 4,4,4-trifluoro-3-hydroxybutyric acid aryl esters includes oxidizing an optically active or inactive 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone. Optical purity of optically active aryl esters may be increased by recrystallization. Optically active 4,4,4-trifluoro-1,3-butanediol may be produced by reducing the optically active aryl ester with a hydride. Optically active or inactive 4,4,4-trifluoro-3-hydroxybutyric acid alkyl esters are produced by reacting optically active or inactive aryl esters with lower alcohols under acid conditions.

  一种制备光学活性全氟烷基醇的方法，包括将光学活性亚胺与全氟烷基醛的半缩醛或水合物反应得到缩醛物，然后在酸性条件下水解缩醛物。通过沉淀和去除外消旋晶体以及再结晶化合物，可以提高光学纯度的光学活性4,4,4-三氟-3-羟基-1-芳基-1-丁酮类化合物。新的化合物包括光学活性和非活性的4,4,4-三氟-3-羟基丁酸芳基酯。一种制备光学活性或非活性的4,4,4-三氟-3-羟基丁酸芳基酯的方法包括将光学活性或非活性的4,4,4-三氟-3-羟基-1-芳基-1-丁酮氧化。通过再结晶可以提高光学纯度的光学活性芳基酯。光学活性4,4,4-三氟-1,3-丁二醇可以通过用氢化物还原光学活性芳基酯来制备。将光学活性或非活性芳基酯在酸性条件下与低级醇反应可以制备光学活性或非活性的4,4,4-三氟-3-羟基丁酸烷基酯。
• Asymmetric syntheses of amino acids by addition of cyanide to the schiff bases in the presence of cyanide-modified hemin-copolymer
  作者：Kiyoshi Saito、Kaoru Harada

  DOI：10.1016/s0040-4039(01)80738-3

  日期：1989.1

  Sterically controlled addition reactions of CN group to the Schiff bases by using CN-modified hemin-copolymer were carried out, and the optical yields (80–95 e.e.) of the resulting amino acids were much higher than that obtained without hemin-copolymer.

  使用CN修饰的血红素共聚物进行了CN基团与Schiff碱的立体控制加成反应，所得氨基酸的旋光产率（80-95 ee）比不含血红素共聚物的光学产率高得多。