(E)-2-benzoylamino-3-(1-naphthyl)-N,N-(pentan-1,5-diyl)-2-propenamide | 1227922-84-0

• 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: (E)-2-benzoylamino-3-(1-naphthyl)-N,N-(pentan-1,5-diyl)-2-propenamide
• 英文别名: N-[(1E)-1-(naphthalen-1-yl)-3-oxo-3-(piperidin-1-yl)prop-1-en-2-yl]benzamide；N-[(E)-1-naphthalen-1-yl-3-oxo-3-piperidin-1-ylprop-1-en-2-yl]benzamide
• CAS: 1227922-84-0
• 化学式: C₂₅H₂₄N₂O₂
• 分子量: 384.478
• InChiKey: HVJXCWSRSDZVFR-PTGBLXJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3--2-benzoylamino-acrylsaeure-piperidid 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 (E)-2-benzoylamino-3-(1-naphthyl)-N,N-(pentan-1,5-diyl)-2-propenamide
  参考文献：
  名称：

  Photoinduced Electron Transfer-Initiated Selective Cyclization Reactions of (Z)-N-Benzoyl-α-dehydro(1-naphthyl)alaninamides into 4,5-Dihydrooxazole Derivatives

  摘要：

  An investigation was undertaken to gain understanding of substituent and solvent effects on the photoreactivity of the title 1-naphthylalanine N',N'-disubstituted amides [(Z)-1] and the (Z)-1-derived product composition. Results indicated that the photoinduced electron transfer reaction of (Z)-1 in methanol containing triethylamine (TEA) proceeds less efficiently than that of the corresponding 1-naphthylalanine alkyl esters to afford cis-4,5-dihydrooxazoles in preference to the trans-isomers and also the former isomers undergo negligible isomerization to the latter isomers in the presence of TEA. Analysis of solvent effects substantiated that both the polarity of solvent and the ability of solvent to donate proton or to accept electron are major factors for controlling the photoreactivity and product composition ratio.

  DOI：

  10.3987/com-10-11911

文献信息

• Photoinduced Electron Transfer-Initiated Selective Cyclization Reactions of (Z)-N-Benzoyl-α-dehydro(1-naphthyl)alaninamides into 4,5-Dihydrooxazole Derivatives
  作者：Tadamitsu Sakurai、Atsuhiko Yoshida、Tetsutaro Igarashi、Yuhki Sato

  DOI：10.3987/com-10-11911

  日期：——

  An investigation was undertaken to gain understanding of substituent and solvent effects on the photoreactivity of the title 1-naphthylalanine N',N'-disubstituted amides [(Z)-1] and the (Z)-1-derived product composition. Results indicated that the photoinduced electron transfer reaction of (Z)-1 in methanol containing triethylamine (TEA) proceeds less efficiently than that of the corresponding 1-naphthylalanine alkyl esters to afford cis-4,5-dihydrooxazoles in preference to the trans-isomers and also the former isomers undergo negligible isomerization to the latter isomers in the presence of TEA. Analysis of solvent effects substantiated that both the polarity of solvent and the ability of solvent to donate proton or to accept electron are major factors for controlling the photoreactivity and product composition ratio.