N-[3-(3,4-dichlorophenyl)prop-2-ynyl]-2,2,2-trifluoro-N-[2-(methoxymethyl)prop-2-enyl]acetamide | 1313875-09-0

• 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: N-[3-(3,4-dichlorophenyl)prop-2-ynyl]-2,2,2-trifluoro-N-[2-(methoxymethyl)prop-2-enyl]acetamide
• CAS: 1313875-09-0
• 化学式: C₁₆H₁₄Cl₂F₃NO₂
• 分子量: 380.194
• InChiKey: NYLCSPMUSCKUBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[3-(3,4-dichlorophenyl)prop-2-ynyl]-2,2,2-trifluoro-N-[2-(methoxymethyl)prop-2-enyl]acetamide 在 platinum(II) chloride 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 1-[(1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-en-3-yl]-2,2,2-trifluoroethanone
  参考文献：
  名称：

  Effects of nitrogen and alkene substitution on the PtCl2 catalyzed cycloisomerization of N-tethered 1,6-enyne precursors to the triple reuptake inhibitor GSK1360707

  摘要：

  The effects of nitrogen and alkene substitution on the cycloisomerization of N-tethered 1,6-enynes into 3-azabicyclo[4.1.0]Theptene precursors to the triple reuptake inhibitor GSK1360707 are described. In general, electron donating substituents proved beneficial both in terms of the reaction rate and chemoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.005
• 作为产物：
  描述：

  N-[3-(3,4-dichlorophenyl)-2-propyn-1-yl]-N-{2-[(methyloxy)methyl]propen-1-yl}-2-nitrobenzenesulfonamide 在 三乙胺 、 3-巯基丙酸 、 lithium hydroxide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-[3-(3,4-dichlorophenyl)prop-2-ynyl]-2,2,2-trifluoro-N-[2-(methoxymethyl)prop-2-enyl]acetamide
  参考文献：
  名称：

  Effects of nitrogen and alkene substitution on the PtCl2 catalyzed cycloisomerization of N-tethered 1,6-enyne precursors to the triple reuptake inhibitor GSK1360707

  摘要：

  The effects of nitrogen and alkene substitution on the cycloisomerization of N-tethered 1,6-enynes into 3-azabicyclo[4.1.0]Theptene precursors to the triple reuptake inhibitor GSK1360707 are described. In general, electron donating substituents proved beneficial both in terms of the reaction rate and chemoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.005

文献信息

• Effects of nitrogen and alkene substitution on the PtCl2 catalyzed cycloisomerization of N-tethered 1,6-enyne precursors to the triple reuptake inhibitor GSK1360707
  作者：Vassil Elitzin、Bing Liu、Matthew Sharp、Elie Tabet

  DOI：10.1016/j.tetlet.2011.05.005

  日期：2011.7

  The effects of nitrogen and alkene substitution on the cycloisomerization of N-tethered 1,6-enynes into 3-azabicyclo[4.1.0]Theptene precursors to the triple reuptake inhibitor GSK1360707 are described. In general, electron donating substituents proved beneficial both in terms of the reaction rate and chemoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.