(E)-N,N-Diethyl-2-ethylhept-2-enamide | 368425-58-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-N,N-Diethyl-2-ethylhept-2-enamide
• 英文别名: (E)-N,N,2-triethylhept-2-enamide
• CAS: 368425-58-5
• 化学式: C₁₃H₂₅NO
• 分子量: 211.348
• InChiKey: VSWMZCHZNNQSGI-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二碘甲烷 、 (E)-N,N-Diethyl-2-ethylhept-2-enamide 在 三氢化钐 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以66%的产率得到(1S*,2S*)-2-butyl-N,N-diethyl-1-ethylcyclopropanecarboxamide
  参考文献：
  名称：

  Complete Stereospecific Cyclopropanation of α,β-Unsaturated Amides Promoted by Sm/CH2I2 We acknowledge financial support from II Plan Regional de Investigación del Principado de Asturias (PB-EXP01-11) and Ministerio de Ciencia y Tecnología (BQU2001-3807). We thank Dr. Francisco J. González for valuable discussions and Robin Walker for revising the English manuscript. J.M.C. thanks Carmen Fernández-Flórez for her time. H.R.S. thanks Principado de Asturias for a predoctoral fellowship.

  摘要：

  DOI：

  10.1002/1521-3773(20020603)41:11<1917::aid-anie1917>3.0.co;2-1
• 作为产物：
  描述：

  chlorobutyric acid diethylamide 在 samarium diiodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.67h， 生成 (E)-N,N-Diethyl-2-ethylhept-2-enamide
  参考文献：
  名称：

  Synthesis of (E)-α,β-Unsaturated Amides with High Selectivity by Using Samarium Diiodide

  摘要：

  Stereoselective beta -elimination of 2-chloro-3-hydroxyamides 1 is achieved by using samarium diiodide to yield alpha,beta -unsaturated amides 2, in which the C=C bond is di- tri-, or tetrasubstituted. The starting compounds a are easily prepared by reaction of the corresponding lithium enolates of alpha -chloroamides with aldehydes or ketones at -78 degreesC. The influence of the reaction conditions and the structure of the starting compounds on the stereoselectivity of the beta -elimination reaction is also discussed.

  DOI：

  10.1002/1521-3765(20010716)7:14<3062::aid-chem3062>3.0.co;2-f

文献信息

• Synthesis of (E)-α,β-Unsaturated Amides with High Selectivity by Using Samarium Diiodide
  作者：José M. Concellón、Juan A. Pérez-Andrés、Humberto Rodríguez-Solla

  DOI：10.1002/1521-3765(20010716)7:14<3062::aid-chem3062>3.0.co;2-f

  日期：2001.7.16

  Stereoselective beta -elimination of 2-chloro-3-hydroxyamides 1 is achieved by using samarium diiodide to yield alpha,beta -unsaturated amides 2, in which the C=C bond is di- tri-, or tetrasubstituted. The starting compounds a are easily prepared by reaction of the corresponding lithium enolates of alpha -chloroamides with aldehydes or ketones at -78 degreesC. The influence of the reaction conditions and the structure of the starting compounds on the stereoselectivity of the beta -elimination reaction is also discussed.
• Complete Stereospecific Cyclopropanation of α,β-Unsaturated Amides Promoted by Sm/CH2I2 We acknowledge financial support from II Plan Regional de Investigación del Principado de Asturias (PB-EXP01-11) and Ministerio de Ciencia y Tecnología (BQU2001-3807). We thank Dr. Francisco J. González for valuable discussions and Robin Walker for revising the English manuscript. J.M.C. thanks Carmen Fernández-Flórez for her time. H.R.S. thanks Principado de Asturias for a predoctoral fellowship.
  作者：José M. Concellón、Humberto Rodríguez-Solla、Cecilia Gómez

  DOI：10.1002/1521-3773(20020603)41:11<1917::aid-anie1917>3.0.co;2-1

  日期：2002.6.3