3-methyl-1-phenylbut-3-en-1-amine | 55107-38-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-methyl-1-phenylbut-3-en-1-amine
• 英文别名: 3-Methyl-1-phenylbut-3-en-1-amine
• CAS: 55107-38-5
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: HFBGVXDFFSUEEI-UHFFFAOYSA-N

物化性质

• 沸点：
  238.8±19.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methyl-1-phenylbut-3-en-1-amine 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-(3-methyl-1-phenyl-3-butenyl)benzamide
  参考文献：
  名称：

  Carbon–carbon bond formations at the benzylic positions of N-benzylxanthone imines and N-benzyldi-1-naphthyl ketone imine

  摘要：

  Two N-benzyl imines are designed to allow for carbon-carbon bond formations at the aminated benzylic positions. Direct benzylic arylation reactions of N-benzylxanthone imine with aryl chlorides proceed under palladium catalysis in the presence of cesium hydroxide, yielding the corresponding benzhydrylamine derivatives. Alkylation reactions of N-benzyldi-1-naphthyl ketone imine with alkyl halides in the presence of potassium tert-butoxide afford the corresponding 1-phenylalkylamines in high yields. Conjugate addition of N-benzyldi-1-naphthyl ketone imine is also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.034
• 作为产物：
  描述：

  苯甲腈 N-氧化物 在 aluminium amalgam 、 锌 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 3-methyl-1-phenylbut-3-en-1-amine
  参考文献：
  名称：

  Jaeger,V. et al., Angewandte Chemie, 1979, vol. 91, p. 91 - 93

  摘要：

  DOI：

文献信息

• Organometallic reactions in aqueous media. Indium-mediated allylation of sulfonimines
  作者：Tak Hang Chan、Wenshuo Lu

  DOI：10.1016/s0040-4039(98)01926-1

  日期：1998.11

  Barbier-type allylation of sulfonimines with indium and allyl bromide to give homoallylic sulfonamides can be performed smoothly in organic solvents and in aqueous media. The regio- and the stereoselectivity of the reaction have been examined.

  磺胺与铟和烯丙基溴的Barbier型烯丙基化反应可制得均烯丙基磺酰胺，可在有机溶剂和水性介质中平稳进行。已经检查了反应的区域选择性和立体选择性。
• Synthesis of Enantiopure Benzyl Homoallylamines by Indium-Mediated Barbier-Type Allylation Combined with Enzymatic Kinetic Resolution: Towards the Chemoenzymatic Synthesis of N-Containing Heterocycles
  作者：Ari Hietanen、Tiina Saloranta、Sara Rosenberg、Evelina Laitinen、Reko Leino、Liisa T. Kanerva

  DOI：10.1002/ejoc.200901216

  日期：2010.2

  N-(dimethylsulfamoyl)-protected aldimines with a number of allyl bromides followed by high-yielding deprotection afforded allylic amines in good to excellent yields. The racemic amines were then subjected to enzymatic kinetic resolution in order to obtain the corresponding (S)-amines and (R)-amides. When acyl donors with a terminal double bond were applied in the enzymatic kinetic resolution, the product amide

  Barbier 型铟介导的不同 N,N-(二甲基氨磺酰基)-保护的醛亚胺与许多烯丙基溴的烯丙基化，然后进行高产率脱保护，以良好到极好的产率提供烯丙胺。然后对外消旋胺进行酶动力学拆分以获得相应的(S)-胺和(R)-酰胺。当具有末端双键的酰基供体应用于酶动力学拆分时，产物酰胺可以通过闭环复分解以直接的方式转化为不饱和内酰胺。此外，对映体纯的 (S)-1-苯基丁-3-烯胺被转化为相应的二烯丙胺，然后进行闭环复分解以产生模拟许多天然产物的取代脱氢哌啶。
• Enzymatic encoding methods for efficient synthesis of large libraries
  申请人：Nuevolution A/S

  公开号：EP2341140B1

  公开（公告）日：2017-07-19
• Carbon–carbon bond formations at the benzylic positions of N-benzylxanthone imines and N-benzyldi-1-naphthyl ketone imine
  作者：Takashi Niwa、Takafumi Suehiro、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1016/j.tet.2009.02.034

  日期：2009.6

  Two N-benzyl imines are designed to allow for carbon-carbon bond formations at the aminated benzylic positions. Direct benzylic arylation reactions of N-benzylxanthone imine with aryl chlorides proceed under palladium catalysis in the presence of cesium hydroxide, yielding the corresponding benzhydrylamine derivatives. Alkylation reactions of N-benzyldi-1-naphthyl ketone imine with alkyl halides in the presence of potassium tert-butoxide afford the corresponding 1-phenylalkylamines in high yields. Conjugate addition of N-benzyldi-1-naphthyl ketone imine is also described. (C) 2009 Elsevier Ltd. All rights reserved.
• Jaeger,V. et al., Angewandte Chemie, 1979, vol. 91, p. 91 - 93
  作者：Jaeger,V. et al.

  DOI：——

  日期：——