ethyl 2-hydroxy-9-(4-methoxybenzyloxy)-3-methylene-4-oxonon-5-ynoate | 1447736-33-5

• 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: ethyl 2-hydroxy-9-(4-methoxybenzyloxy)-3-methylene-4-oxonon-5-ynoate
• CAS: 1447736-33-5
• 化学式: C₂₀H₂₄O₆
• 分子量: 360.407
• InChiKey: LBFIUKOKQUECJF-UHFFFAOYSA-N

物化性质

• 沸点：
  515.2±60.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  8-(4-methoxybenzyloxy)-oct-1-en-4-yn-3-ol 在 三乙烯二胺 、 manganese(IV) oxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 反应 29.0h， 生成 ethyl 2-hydroxy-9-(4-methoxybenzyloxy)-3-methylene-4-oxonon-5-ynoate
  参考文献：
  名称：

  Enynone dihydroxylation–cyclisation as a route to densely functionalised 3(2H)-furanone derivatives: an approach to the core of the zaragozic acids

  摘要：

  The synthesis of an advanced intermediate is described that could secure the polyoxygenated core of zaragozic acids and related natural products. The key strategy employs a two-step synthesis of the 3(2H)-furanone ring system by catalytic dihydroxylation-mercury(II)/acid-catalysed cyclisation with concomitant deprotection. The scope of the 3(2H)-furanone synthesis has been evaluated, and this ring system is shown to remain intact in multi-step reaction sequences. Access to novel, highly oxygenated 3(2H)-furanone derivatives has been achieved. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.05.125