(E)-(3R,4S,5R)-4-((E)-1,5-Dimethyl-hex-1-enyl)-3-(4-methoxy-phenoxymethyl)-octa-1,6-diene-3,5-diol | 867019-22-5

• 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: (E)-(3R,4S,5R)-4-((E)-1,5-Dimethyl-hex-1-enyl)-3-(4-methoxy-phenoxymethyl)-octa-1,6-diene-3,5-diol
• CAS: 867019-22-5
• 化学式: C₂₄H₃₆O₄
• 分子量: 388.547
• InChiKey: RHNXGRDSCGJHIW-DWWKLTQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  28.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-(3R,4S,5R)-4-((E)-1,5-Dimethyl-hex-1-enyl)-3-(4-methoxy-phenoxymethyl)-octa-1,6-diene-3,5-diol 在 (N,N'-Mes₂-cyclo-C₃H₅N₂)(PCy₃)(Cl)2Ru=CHPh 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以95%的产率得到(1R,2S,3R)-2-((E)-1,5-Dimethyl-hex-1-enyl)-1-(4-methoxy-phenoxymethyl)-cyclopent-4-ene-1,3-diol
  参考文献：
  名称：

  A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: synthetic problems and solutions

  摘要：

  The preparation of a simple 1-oxa-spiro[2.4]heptane derivative is described. Observations made in the course of the synthesis show again that apparently minor structural modifications of the dienic substrate exert a strong influence on the ring-closing metathesis outcome and that the efficient construction of even simple but highly substituted systems by RCM may constitute a synthetic challenge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.136
• 作为产物：
  描述：

  (E)-(S)-2-[(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxy)-but-2-enyl]-3,7-dimethyl-oct-3-enoic acid methoxy-methyl-amide 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (E)-(3R,4S,5R)-4-((E)-1,5-Dimethyl-hex-1-enyl)-3-(4-methoxy-phenoxymethyl)-octa-1,6-diene-3,5-diol
  参考文献：
  名称：

  A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: synthetic problems and solutions

  摘要：

  The preparation of a simple 1-oxa-spiro[2.4]heptane derivative is described. Observations made in the course of the synthesis show again that apparently minor structural modifications of the dienic substrate exert a strong influence on the ring-closing metathesis outcome and that the efficient construction of even simple but highly substituted systems by RCM may constitute a synthetic challenge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.136