2-(pent-4-enamido)ethyl pent-4-enoate | 1381937-18-3

• 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: 2-(pent-4-enamido)ethyl pent-4-enoate
• CAS: 1381937-18-3
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: BJHAHEQTZLSOJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  16.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(pent-4-enamido)ethyl pent-4-enoate 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 生成 (Z)-1-oxa-4-azacyclododec-8-ene-5,12-dione 、 (E)-1-oxa-4-azacyclododec-8-ene-5,12-dione
  参考文献：
  名称：

  The synthesis of 12-membered macrocycles containing a C1–C8 alkene unit via ring-closing metathesis

  摘要：

  Model cross and ring-closing metathesis strategies toward the C1-C8-linear carbon skeleton are presented. The introduction of a four-atom tether enables the formation of 12-membered rings in good-to-excellent yields and stereoselectivity. Furthermore, the study revealed that the cross-metathesis approach and the formation of medium ring sizes via ring-closing metathesis are much less favorable. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.043
• 作为产物：
  描述：

  4-戊烯酰氯 、 C.I.酸性橙108 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到2-(pent-4-enamido)ethyl pent-4-enoate
  参考文献：
  名称：

  The synthesis of 12-membered macrocycles containing a C1–C8 alkene unit via ring-closing metathesis

  摘要：

  Model cross and ring-closing metathesis strategies toward the C1-C8-linear carbon skeleton are presented. The introduction of a four-atom tether enables the formation of 12-membered rings in good-to-excellent yields and stereoselectivity. Furthermore, the study revealed that the cross-metathesis approach and the formation of medium ring sizes via ring-closing metathesis are much less favorable. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.043