(3Z,4R)-4-hydroxy-5-methylidene-3-octylideneoxolan-2-one | 1231750-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (3Z,4R)-4-hydroxy-5-methylidene-3-octylideneoxolan-2-one
• CAS: 1231750-78-9
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: GTRPOAYDIMUHJJ-MMRAYRKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 silver carbonate 作用下， 以 苯 为溶剂， 以88%的产率得到(3Z,4R)-4-hydroxy-5-methylidene-3-octylideneoxolan-2-one
  参考文献：
  名称：

  Stereo-controlled synthesis of analogs of peumusolide A, NES non-antagonistic inhibitor for nuclear export of MEK

  摘要：

  Stereo-controlled construction of the core structure of peumusolide A (1), alpha-alkylidene-beta-hydroxy-gamma-methylenebutyrolactone, was developed by a combination of regio- and stereo-selective hydroiodination of 2-yn-1-ol and asymmetric reduction of 1-yn-4-en-3-one as the key reactions. By using this protocol, all the four stereoisomers of the analog of 1 were synthesized from the common starting material. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.027

文献信息

• Stereo-controlled synthesis of analogs of peumusolide A, NES non-antagonistic inhibitor for nuclear export of MEK
  作者：Satoru Tamura、Masayuki Tonokawa、Nobutoshi Murakami

  DOI：10.1016/j.tetlet.2010.04.027

  日期：2010.6

  Stereo-controlled construction of the core structure of peumusolide A (1), alpha-alkylidene-beta-hydroxy-gamma-methylenebutyrolactone, was developed by a combination of regio- and stereo-selective hydroiodination of 2-yn-1-ol and asymmetric reduction of 1-yn-4-en-3-one as the key reactions. By using this protocol, all the four stereoisomers of the analog of 1 were synthesized from the common starting material. (C) 2010 Elsevier Ltd. All rights reserved.