4-甲氧基丁-3-烯-1-醇 | 67449-98-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲氧基丁-3-烯-1-醇
• 英文名称: 4-methoxy-3-buten-1-ol
• 英文别名: 4-Methoxybut-3-en-1-ol
• CAS: 67449-98-3
• 化学式: C₅H₁₀O₂
• 分子量: 102.133
• InChiKey: YDPAERSGZVXTDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲氧基丁-3-烯-1-醇 、 (E)-4-(4-nitro-phenyl)-2-oxo-3-butenoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以56%的产率得到4-(4-nitro-phenyl)-2-oxo-but-3-enoic acid 4-methoxy-but-3-enyl ester
  参考文献：
  名称：

  Construction of dihydropyran-bridged macrocycles by inverse-electron-demand Diels–Alder reaction

  摘要：

  A variety of dihydropyran-bridged macrocyclic structures were constructed by the inverse-electron-demand Diels Alder reaction of 2-oxo-4-aryl-but-3-enoates. Controlling of the tether length and the position of the activating substituent in the substrates would guide the reaction to the formation of four different types of polycyclic frames, namely bicyclic [n.3.1], bicyclic [n.2.2], tricyclic [n.3.1.1], and tricyclic [n.2.2.2] macrocycles. The intermolecular/intramolecular selectivity of the Diels Alder reaction was virtually governed by the tether length. The reactions were carried out rapidly under mild conditions, and offered a practical method for creating bridged polycyclic structures with large rings from acyclic precursors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.101

文献信息

• Intramolecular cyclopropanation and olefin metathesis reactions of (CO)5W:C(OCH2CH2CH:CHOCH3)C6H4CH3-p
  作者：Charles P. Casey、Nora L. Hornung、Walter P. Kosar

  DOI：10.1021/ja00250a025

  日期：1987.8
• Construction of dihydropyran-bridged macrocycles by inverse-electron-demand Diels–Alder reaction
  作者：Xiaomei Dong、Qingxia Wang、Qian Zhang、Shuai Xu、Zhihong Wang

  DOI：10.1016/j.tet.2013.10.101

  日期：2013.12

  A variety of dihydropyran-bridged macrocyclic structures were constructed by the inverse-electron-demand Diels Alder reaction of 2-oxo-4-aryl-but-3-enoates. Controlling of the tether length and the position of the activating substituent in the substrates would guide the reaction to the formation of four different types of polycyclic frames, namely bicyclic [n.3.1], bicyclic [n.2.2], tricyclic [n.3.1.1], and tricyclic [n.2.2.2] macrocycles. The intermolecular/intramolecular selectivity of the Diels Alder reaction was virtually governed by the tether length. The reactions were carried out rapidly under mild conditions, and offered a practical method for creating bridged polycyclic structures with large rings from acyclic precursors. (C) 2013 Elsevier Ltd. All rights reserved.