(E)-4-methyl-1-phenylpent-1-en-3-amine | 305837-96-1

• 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: (E)-4-methyl-1-phenylpent-1-en-3-amine
• 英文别名: (E)-4-methyl-1-phenyl-pent-1-en-3-amine
• CAS: 305837-96-1
• 化学式: C₁₂H₁₇N
• 分子量: 175.274
• InChiKey: SXKPXNISVSYXMX-CMDGGOBGSA-N

物化性质

• 沸点：
  288.8±19.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (E)-4-methyl-1-phenylpent-1-en-3-amine 在 Grubbs catalyst first generation 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Diastereotopic Differentiation on Phosphorus Templates via the Ring-Closing Metathesis Reaction

  摘要：

  [GRAPHICS]A strategy is described in which the ring-closing metathesis reaction is utilized to desymmetrize a number of pseudo-CL-symmetric phosphorus templates 1-3. These reactions give excellent levels of selectivity (12-15:1) with vinyl phosphonamides containing a (E)-Ph group on the diastereotopic olefins. This approach is being developed as an effective method of obtaining P-chiral phosphonamides and phosphonates.

  DOI：

  10.1021/ol005952o
• 作为产物：
  描述：

  (1E)-4-methyl-1-phenylpent-1-en-3-ol 在 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 甲酸铵 、 sodium cyanoborohydride 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 1.5h， 以26%的产率得到(E)-4-methyl-1-phenylpent-1-en-3-amine
  参考文献：
  名称：

  Non-enzymatic acylative kinetic resolution of primary allylic amines

  摘要：

  报道了一种非酶催化的基于乙酰转移的初级烯丙基胺的动力学分离方法。该过程涉及使用(1S,2S)-1与一种支持型铵盐结合，能够以前所未有的选择性（s因子高达34）获得相应的对映体富集的N-乙酰化烯丙基胺。

  DOI：

  10.1039/c3cc45453c

文献信息

• Preparation of Azetidines by 4-endo trig Cyclizations ofN-Cinnamyl Tosylamides
  作者：Sylvie Robin、Gérard Rousseau

  DOI：10.1002/1099-0690(200009)2000:17<3007::aid-ejoc3007>3.0.co;2-e

  日期：2000.9

  Formation of azetidines by electrophilic cyclizations have been reported, starting with homoallylic amines (4-exo mode cyclizations). We reported that the formation of these compounds can be carried out starting with allylic amines (4-endo mode cyclizations) using bis(collidine)bromonium(I) hexafluorophosphate as an electrophile. These cyclizations occur via a carbocation intermediate.

  已经报道了通过亲电环化形成氮杂环丁烷，从高烯丙基胺开始（4-exo 模式环化）。我们报告说，这些化合物的形成可以从烯丙胺（4-endo 模式环化）开始，使用双（可力丁）溴鎓（I）六氟磷酸盐作为亲电子试剂。这些环化通过碳正离子中间体发生。
• A Dual-Catalysis/Anion-Binding Approach to the Kinetic Resolution of Allylic Amines
  作者：Eric G. Klauber、Nisha Mittal、Tejas K. Shah、Daniel Seidel

  DOI：10.1021/ol200712b

  日期：2011.5.6

  A dual-catalysis approach enables the small-molecule catalyzed kinetic resolution of allylic amines by acylation. By employing 2 mol % of each 4-(pyrrolidin D)pyridine (PPY) and a readily available chiral hydrogen-bonding cocatalyst, the first nonenzymatic kinetic resolution of allylic amines was accomplished with s factors of up to 20.
• Non-enzymatic acylative kinetic resolution of primary allylic amines
  作者：Amandine Kolleth、Martin Cattoen、Stellios Arseniyadis、Janine Cossy

  DOI：10.1039/c3cc45453c

  日期：——

  A non-enzymatic acetyl transfer-based kinetic resolution of primary allylic amines is reported. The process involves the use of (1S,2S)-1 in conjunction with a supported ammonium salt and affords the corresponding enantio-enriched N-acetylated allylic amines with unprecedented levels of selectivity (s-factors up to 34).

  报道了一种非酶催化的基于乙酰转移的初级烯丙基胺的动力学分离方法。该过程涉及使用(1S,2S)-1与一种支持型铵盐结合，能够以前所未有的选择性（s因子高达34）获得相应的对映体富集的N-乙酰化烯丙基胺。
• Diastereotopic Differentiation on Phosphorus Templates via the Ring-Closing Metathesis Reaction
  作者：Diana S. Stoianova、Paul R. Hanson

  DOI：10.1021/ol005952o

  日期：2000.6.1

  [GRAPHICS]A strategy is described in which the ring-closing metathesis reaction is utilized to desymmetrize a number of pseudo-CL-symmetric phosphorus templates 1-3. These reactions give excellent levels of selectivity (12-15:1) with vinyl phosphonamides containing a (E)-Ph group on the diastereotopic olefins. This approach is being developed as an effective method of obtaining P-chiral phosphonamides and phosphonates.