(S)-(+)-siphonodiol

• 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: (S)-(+)-siphonodiol
• 英文别名: (2S,14Z,20Z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2-diol
• 化学式: C₂₃H₂₄O₂
• 分子量: 332.442
• InChiKey: QNUJNVFQFSGZFW-HBPAHATJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-(+)-siphonodiol 在 氢气 作用下， 生成 perhydro siphonodiol
  参考文献：
  名称：

  SIPHONODIOL, A NEW POLYACETYLENIC METABOLITE FROM THE SPONGESIPHONOCHALINA TRUNCATE

  摘要：

  A new C23 polyacetylene diol was isolated from the marine sponge S. truncata and its structure was elucidated mainly on the basis of its spectral data.

  DOI：

  10.1246/cl.1984.779
• 作为产物：
  描述：

  (2S)-undeca-3,5,10-triyne-1,2-diol 在 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 、 silver nitrate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 7.0h， 生成 (S)-(+)-siphonodiol
  参考文献：
  名称：

  A short synthesis of (S)-(+)-siphonodiol

  摘要：

  A short synthesis of the enantiomer of the polyacetylenic natural product siphonodiol is described. The synthesis is based on the strategy of taking advantage of the hidden symmetry of the target molecule and minimizing the use of protecting groups, thereby reducing the total number of steps and increasing the overall efficiency. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.034

文献信息

• A short synthesis of (S)-(+)-siphonodiol
  作者：Benjamin W. Gung、Derek T. Craft、Jessica Truelove

  DOI：10.1016/j.tetasy.2007.05.034

  日期：2007.6

  A short synthesis of the enantiomer of the polyacetylenic natural product siphonodiol is described. The synthesis is based on the strategy of taking advantage of the hidden symmetry of the target molecule and minimizing the use of protecting groups, thereby reducing the total number of steps and increasing the overall efficiency. (c) 2007 Elsevier Ltd. All rights reserved.
• SIPHONODIOL, A NEW POLYACETYLENIC METABOLITE FROM THE SPONGE<i>SIPHONOCHALINA TRUNCATE</i>
  作者：Haruhiko Tada、Fumio Yasuda

  DOI：10.1246/cl.1984.779

  日期：1984.5.5

  A new C23 polyacetylene diol was isolated from the marine sponge S. truncata and its structure was elucidated mainly on the basis of its spectral data.