(E)-N-(2,2-dimethylpropylidene)diphenylmethanamine | 330455-53-3

• 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)-N-(2,2-dimethylpropylidene)diphenylmethanamine
• 英文别名: N-benzyhydryl-(2,2-dimethylpropylidene)-amine；benzhydryl-(2,2-dimethyl-propylidene)-amine
• CAS: 330455-53-3
• 化学式: C₁₈H₂₁N
• 分子量: 251.371
• InChiKey: MJTYSEORGADJSX-XMHGGMMESA-N

物化性质

• 熔点：
  51-51.5 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  355.2±42.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(2,2-dimethylpropylidene)diphenylmethanamine 在 盐酸 、 硫酸 作用下， 以 水 、 甲苯 为溶剂， 反应 44.59h， 生成 叔丁氧羰基-D-叔亮氨酸
  参考文献：
  名称：

  COMPOUNDS AND RELATED METHODS OF USE

  摘要：

  本文描述了式（I）的化合物、相关组合物及其用途，例如在形成α-氨基酸或其前体（如α-氨基腈）中的应用。

  公开号：

  US20130066109A1
• 作为产物：
  描述：

  特戊醛 、 二苯甲胺 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (E)-N-(2,2-dimethylpropylidene)diphenylmethanamine
  参考文献：
  名称：

  Si-B键的激活：铜催化的亲核硅与亚胺的加成反应

  摘要：

  通过铜催化的过渡金属化对Si-B键的激活迅速发展为一种生成Cu-Si试剂的实用方法。这些硅亲核试剂干净地添加到醛衍生的亚胺亲电试剂中，从而在质子介质中形成α-甲硅烷基化胺，并且未观察到中间阴离子的碳-氮布鲁克型重排。除了亚胺氮原子上的吸电子基团（例如SO 2 Tol和P（O）Ph 2）外，还可以耐受先前精密的氮取代基，例如苯基或二苯甲基。相同的协议还允许史无前例地添加代表酮的亚胺。

  DOI：

  10.1021/ol200509c

文献信息

• Asymmetric Strecker Reaction ofN-Benzhydrylimines Utilising New Tropos Biphenyldiol-Based Ligands
  作者：Stefan Wünnemann、Roland Fröhlich、Dieter Hoppe

  DOI：10.1002/ejoc.200700763

  日期：2008.2

  intermediates together with easily accessible N-arenesulfonylamino alcohols furnish a broad variety of 1,3-oxazolidines. These are applied as chiral tropos ligands in a titanium-mediated Strecker-type reaction of N-benzhydrylimines. A correlation between the ee values in the product and the diastereomeric ratio concerning the chiral axis of the ligand is made. Those substituents in the ligand which proved

  介绍了 N-arenesulfonyl-1,3-oxazolidinyl 取代的联苯二醇库的合成。一组两个中心中间体与易于获得的 N-芳烃磺酰氨基醇一起提供了种类繁多的 1,3-恶唑烷。这些在钛介导的 N-二苯甲基亚胺的 Strecker 型反应中用作手性原配体。在产物中的ee值和关于配体手性轴的非对映体比率之间建立相关性。配体中的那些取代基被证明导致对相关化合物中手性轴的一种非对映异构体的更高偏好，现在提供了最具选择性的配体。在 13 次筛选中的 8 次中发现了两种特权配体，可提供优异的结果。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）
• MgI₂as an Additive in Ir(I)-Catalyzed Addition of Silylacetylenes to Imines: Expeditious Synthesis of Propargylic Amines
  作者：Erick M. Carreira、Christian Fischer

  DOI：10.1055/s-2004-822403

  日期：——

  We report a dramatic improvement in the [IrCl(COD)]2-catalyzed addition reaction of silylacetylenes and imines with 2-4 mol% MgI2 as additive. The reaction is very general, with a wide range of imines providing the amine products in excellent yields under convenient reaction conditions. Importantly, the reaction can be conducted with as low as 0.5 mol% catalyst and proceeds in THF as well as in the absence of solvent.

  我们报道了以 2-4 mol% MgI2 作为添加剂，[IrCl(COD)]2 催化的甲硅烷基乙炔和亚胺的加成反应得到了显着改善。该反应非常通用，具有多种亚胺，在方便的反应条件下以优异的产率提供胺产物。重要的是，该反应可以使用低至 0.5 mol% 的催化剂进行，并在 THF 中以及在不存在溶剂的情况下进行。
• Regulation of Orthogonal Functions in a Dual Catalyst System. Subservient Role of a Nonchiral Lewis Acid in an Asymmetric Catalytic Heteroatom Diels−Alder Reaction
  作者：Cory A. Newman、Jon C. Antilla、Pei Chen、Alexander V. Predeus、Lee Fielding、William D. Wulff

  DOI：10.1021/ja069019d

  日期：2007.6.13

  A catalytic asymmetric heteroatom Diels-Alder reaction of unactivated imines with Danishefsky's diene is described which gives high asymmetric induction for N-benzhydryl imines derived from a variety of aldehydes. The catalyst is derived from B(OPh)(3) and the VAPOL ligand and gives good induction, but the reaction stalls and does not give high conversion (similar to 50%). It was found that in the presence of both the chiral catalyst and excess amounts of B(OPh)(3) the reaction proceeds to completion and gives high yields of the dihydropiperidinone product. Despite the presence of large quantities of the nonchiral Lewis acid B(OPh)(3), the asymmetric induction of the product remains constant (90% ee) as the amount of B(OPh)(3) is steadily increased and does not drop off until the ratio of B(OPh)(3) to VAPOL is 100:1 (82% ee). These observations are interpreted as involving highly separated and different activities for the chiral and nonchiral Lewis acids present in the reaction. Specifically, the excess B(OPh)(3) serves to bind to the product and release the chiral catalyst to turnover more starting material. The B(OPh)(3) does not compete in turning over the starting material, and a series of binding studies reveal that this is likely due to a combination of two factors. The binding studies reveal that the chiral catalyst binds to the starting imine 7 times more strongly than does B(OPh)(3). However, in order to explain the constant asymmetric induction observed despite the addition of increasing amounts of B(OPh)(3), the rate of the reaction of the imine complexed with the chiral catalyst must be at least 10 times faster than the reaction of the imine complexed with B(OPh)(3). Finally, a catalyst generated from BINOL and B(OPh)(3) does not show this phenomenon.
• Catalytic Asymmetric Aziridination with Arylborate Catalysts Derived from VAPOL and VANOL Ligands
  作者：Jon C. Antilla、William D. Wulff

  DOI：10.1002/1521-3773(20001215)39:24<4518::aid-anie4518>3.0.co;2-j

  日期：2000.12.15
• Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds <i>via</i> Imine Isomerization with Catalytic Amounts of Potassium <i>tert</i>-Butoxide
  作者：Gianfranco Cainelli、Daria Giacomini、Alessandra Trerè、Pietro Pilo Boyl

  DOI：10.1021/jo952124d

  日期：1996.1.1

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.