[1,2-Dimethyl-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine | 167467-26-7

• 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: [1,2-Dimethyl-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine
• CAS: 167467-26-7
• 化学式: C₁₃H₁₉N
• 分子量: 189.301
• InChiKey: FEZSQCXJCJFTQL-SLQMCABGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  [1,2-Dimethyl-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 在 (+)-menthylONa 、 三氟化硼乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (Z)-4-methyl-3-[[(1R)-1-phenylethyl]amino]pent-2-enoate
  参考文献：
  名称：

  Synthesis and Reactivity of New β-Enamino Acid Derivatives:  A Simple and General Approach to β-Enamino Esters and Thioesters

  摘要：

  A new strategy has been developed for the synthesis of several beta-enamino acid derivatives. N,N'-Carbonyldiimidazole has been used as C-acylating agent of methyl ketimines, providing a direct and simple route to new beta-enamino carbonyl imidazole derivatives 2. These derivatives 2 were cleanly and efficiently transformed into beta-enamino esters 4 (X = O) and thioesters 4 (X = S) by reaction with a great variety of alcohols and thiols, including tertiary ones. Alternative and complementary routes to compounds 4 were also investigated. In addition, beta-keto esters 6 have been obtained by mild acid hydrolysis of beta-enamino esters 4.

  DOI：

  10.1021/jo9809480

文献信息

• Asymmetric reduction of enantiopure imines with zinc borohydride: stereoselective synthesis of chiral amines
  作者：Cristina Cimarelli、Gianni Palmieri

  DOI：10.1016/s0957-4166(00)00209-3

  日期：2000.6

  The first application of zinc borohydride in the reduction of enantiopure imines for the stereoselective preparation of both the enantiomers of secondary amines is described. A possible explanation of the stereoselectivity and of the reaction mechanism is suggested on the basis of theoretical calculations.

  描述了硼氢化锌在还原对映体纯亚胺中的首次应用，以立体选择性地制备仲胺的两种对映体。在理论计算的基础上，提出了对立体选择性和反应机理的可能解释。
• PROCESS FOR DIASTEREOSELECTIVE CONVERSION OF CHIRAL IMINES
  申请人：Siegel Wolfgang

  公开号：US20100274053A1

  公开（公告）日：2010-10-28

  Diastereoselective conversion of chiral imines of the formula I to amines of the formula II where the R 1 to R 4 radicals are each as defined in the description and R 1 and R 2 are different than one another, by converting the imine of the formula I in the presence of hydrogen and a heterogeneous copper-containing catalyst.

  对式I的手性亚胺进行不对映选择性转化，生成式II的胺，其中R1到R4基团如描述中所定义，且R1和R2不同，通过在氢气和含铜杂质催化剂的存在下将式I的亚胺转化。
• New Strategies for the Synthesis of Fluorinated Vinylogous Amidines and β-Enamino Ketones
  作者：Santos Fustero、Marta García de la Torre、Belén Pina、Antonio Simón Fuentes

  DOI：10.1021/jo990392w

  日期：1999.7.1

  imidoyl chlorides 3 with ketimines 1a provides fluorinated 1,3-diimines, which were exclusively isolated as vinylogous amidine tautomers 2beta, with good yields. Fluorinated beta-enamino ketones 4 are obtained by regioselective hydrolysis of 2. Complementary methods for the synthesis of regioisomeric beta-enamino ketones 4 and 5 are also reported. These methods include the reaction of azaenolates of

  氟化亚氨酰氯3与酮亚胺1a的反应提供了氟化1，3-二亚胺，其被单独分离为乙烯基og互变异构体2beta，具有良好的收率。氟化的β-烯胺酮4是通过2的区域选择性水解而获得的。还报道了用于合成区域异构的β-烯胺酮4和5的补充方法。这些方法包括酮亚胺的氮杂酸酯与氟化酯6的反应以及酮烯酸酯与氟化亚氨酰氯3的反应。还测试了这些体系在水解反应中的行为。
• VERFAHREN ZUR DIASTEREOSELEKTIVEN UMSETZUNG VON CHIRALEN IMINEN
  申请人：BASF SE

  公开号：EP2234958A1

  公开（公告）日：2010-10-06
• US8354558B2
  申请人：——

  公开号：US8354558B2

  公开（公告）日：2013-01-15