ethyl (E)-3-[(E)-5-[(2R)-3,3-dimethyloxiran-2-yl]-3-methylpent-2-enoxy]-3-phenylprop-2-enoate | 1304692-26-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (E)-3-[(E)-5-[(2R)-3,3-dimethyloxiran-2-yl]-3-methylpent-2-enoxy]-3-phenylprop-2-enoate
• CAS: 1304692-26-9
• 化学式: C₂₁H₂₈O₄
• 分子量: 344.451
• InChiKey: VSWKYEMLRYPAFK-GMEXOWCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-[(E)-5-[(2R)-3,3-dimethyloxiran-2-yl]-3-methylpent-2-enoxy]-3-phenylprop-2-enoate 以 water-d2 、 氘代甲醇 为溶剂， 生成
  参考文献：
  名称：

  Oxygen-containing analogues of juvenile hormone III

  摘要：

  Juvenile hormone III (JH-III) controls several aspects of insect development, and analogues of JH-III are widely used as insect control agents. Recent reports suggest that these compounds may also perturb the normal development of crustaceans, and perhaps other aquatic species. In an attempt to prepare more highly degradable (and thus less environmentally persistent) mimics of JH-III, we prepared a series of analogues incorporating vinyl ether functionality. The stability of these compounds in water or warm, moist air was evaluated, revealing two distinct decomposition pathways. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.103
• 作为产物：
  描述：

  苯丙炔酸乙酯 、 (R,E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol 在 三甲基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到ethyl (E)-3-[(E)-5-[(2R)-3,3-dimethyloxiran-2-yl]-3-methylpent-2-enoxy]-3-phenylprop-2-enoate
  参考文献：
  名称：

  Oxygen-containing analogues of juvenile hormone III

  摘要：

  Juvenile hormone III (JH-III) controls several aspects of insect development, and analogues of JH-III are widely used as insect control agents. Recent reports suggest that these compounds may also perturb the normal development of crustaceans, and perhaps other aquatic species. In an attempt to prepare more highly degradable (and thus less environmentally persistent) mimics of JH-III, we prepared a series of analogues incorporating vinyl ether functionality. The stability of these compounds in water or warm, moist air was evaluated, revealing two distinct decomposition pathways. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.103

文献信息

• Oxygen-containing analogues of juvenile hormone III
  作者：Katherine A. Davies、Kevin G.M. Kou、Jeremy E. Wulff

  DOI：10.1016/j.tetlet.2011.01.103

  日期：2011.5

  Juvenile hormone III (JH-III) controls several aspects of insect development, and analogues of JH-III are widely used as insect control agents. Recent reports suggest that these compounds may also perturb the normal development of crustaceans, and perhaps other aquatic species. In an attempt to prepare more highly degradable (and thus less environmentally persistent) mimics of JH-III, we prepared a series of analogues incorporating vinyl ether functionality. The stability of these compounds in water or warm, moist air was evaluated, revealing two distinct decomposition pathways. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.