ethyl (E)-5-(N-allyl-N-benzylamino)oct-2-enoate | 561014-38-8

• 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: ethyl (E)-5-(N-allyl-N-benzylamino)oct-2-enoate
• 英文别名: ethyl (E)-5-[benzyl(prop-2-enyl)amino]oct-2-enoate
• CAS: 561014-38-8
• 化学式: C₂₀H₂₉NO₂
• 分子量: 315.456
• InChiKey: MDGOIHWSMDLQLF-XNTDXEJSSA-N

物化性质

• 沸点：
  403.8±40.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (E)-5-(N-allyl-N-benzylamino)oct-2-enoate 在 1,3-二甲基巴比妥酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以75%的产率得到ethyl (E)-5-(N-benzylamino)oct-2-enoate
  参考文献：
  名称：

  Synthesis of Vinylogous β-Amino Esters fromN-(N,N-Dialkylaminoalkyl)benzotriazoles

  摘要：

  Treatment of N-(NN-dialkylaminoalkyl)benzotriazoles with 4-bromocrotonates in the presence of zinc provides a new route to 5(N,N-dialkylamino)-2-alkenoate esters. This is formally the result of they-addition of zinc dienolate reagents to iminium cations formed in situ by dissociation of the aminoalkylbenzotriazoles. When N-allyl protecting groups are incorporated into the benzotriazole substrate, deallylation of the tertiary allylamine products gives also a ready access to the corresponding secondary amines.

  DOI：

  10.1081/scc-120016308
• 作为产物：
  描述：

  N-烯丙基苄胺 在 三甲基氯硅烷 、 4 A molecular sieve 、 锌 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 8.08h， 生成 ethyl (E)-5-(N-allyl-N-benzylamino)oct-2-enoate
  参考文献：
  名称：

  Synthesis of Vinylogous β-Amino Esters fromN-(N,N-Dialkylaminoalkyl)benzotriazoles

  摘要：

  Treatment of N-(NN-dialkylaminoalkyl)benzotriazoles with 4-bromocrotonates in the presence of zinc provides a new route to 5(N,N-dialkylamino)-2-alkenoate esters. This is formally the result of they-addition of zinc dienolate reagents to iminium cations formed in situ by dissociation of the aminoalkylbenzotriazoles. When N-allyl protecting groups are incorporated into the benzotriazole substrate, deallylation of the tertiary allylamine products gives also a ready access to the corresponding secondary amines.

  DOI：

  10.1081/scc-120016308

文献信息

• Synthesis of Vinylogous β-Amino Esters from<b><i>N</i></b>-(<b><i>N</i></b>,<b><i>N</i></b>-Dialkylaminoalkyl)benzotriazoles
  作者：José M. Aurrecoechea、Alvaro Fernández、José M. Gorgojo、Rubén Suero

  DOI：10.1081/scc-120016308

  日期：2003.1.4

  Treatment of N-(NN-dialkylaminoalkyl)benzotriazoles with 4-bromocrotonates in the presence of zinc provides a new route to 5(N,N-dialkylamino)-2-alkenoate esters. This is formally the result of they-addition of zinc dienolate reagents to iminium cations formed in situ by dissociation of the aminoalkylbenzotriazoles. When N-allyl protecting groups are incorporated into the benzotriazole substrate, deallylation of the tertiary allylamine products gives also a ready access to the corresponding secondary amines.