(E)-8-phenyloct-2-enoic acid methyl ester | 144809-41-6

• 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)-8-phenyloct-2-enoic acid methyl ester
• 英文别名: methyl (E)-8-phenyloct-2-enoate
• CAS: 144809-41-6
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: SUPONNDHYUFFJD-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-8-phenyloct-2-enoic acid methyl ester 在 lithium hydroxide 、 正丁基锂 、 草酰氯 、 三氟甲磺酸二丁硼 、 二甲基氯化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.83h， 生成 3-(S)-(5-phenylpentyl)-aziridine-2-(R)-carboxylic acid benzyl ester
  参考文献：
  名称：

  Design and synthesis of MMP inhibitors using N -arylsulfonylaziridine hydroxamic acids as constrained scaffolds

  摘要：

  The synthesis of cis- and trans-aziridine hydroxamic acid derivatives as MMP inhibitors is described using enantio- and diastereoselective methods for the formation of trisubstituted aziridines. Their preliminary inhibitory activity is reported and discussed in the context of modeling studies. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00641-x
• 作为产物：
  描述：

  6-苯基己醛 、 甲氧羰基亚甲基三苯基正膦 以 二氯甲烷 为溶剂， 反应 0.25h， 以92%的产率得到(E)-8-phenyloct-2-enoic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of MMP inhibitors using N -arylsulfonylaziridine hydroxamic acids as constrained scaffolds

  摘要：

  The synthesis of cis- and trans-aziridine hydroxamic acid derivatives as MMP inhibitors is described using enantio- and diastereoselective methods for the formation of trisubstituted aziridines. Their preliminary inhibitory activity is reported and discussed in the context of modeling studies. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00641-x

文献信息

• Copper-catalyzed allylic alkylations of alkylzirconium intermediates
  作者：Luigi M. Venanzi、Roman Lehmann、Robert Keil、Bruce H. Lipshutz

  DOI：10.1016/s0040-4039(00)61072-9

  日期：1992.9

  Hydrozirconation of olefins followed by exposure of the resulting alkylzirconium species to catalytic CuCN in the presence of activated halides or phosphonates gives rise to products of alkylation in good yields under mild conditions.
• Design and synthesis of MMP inhibitors using N -arylsulfonylaziridine hydroxamic acids as constrained scaffolds
  作者：Stephen Hanessian、Nicolas Moitessier、Louis-David Cantin

  DOI：10.1016/s0040-4020(01)00641-x

  日期：2001.8

  The synthesis of cis- and trans-aziridine hydroxamic acid derivatives as MMP inhibitors is described using enantio- and diastereoselective methods for the formation of trisubstituted aziridines. Their preliminary inhibitory activity is reported and discussed in the context of modeling studies. (C) 2001 Elsevier Science Ltd. All rights reserved.