(1S,2E,4Z,7E)-1-ethyl-8-{(1S,2R,3R,5R)-3-[(R)-6-oxotetrahydropyran-2-yl]-6-oxabicyclo[3.1.0]hex-2-yl}octa-2,4,7-trienyl acetate | 871103-77-4

• 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: (1S,2E,4Z,7E)-1-ethyl-8-{(1S,2R,3R,5R)-3-[(R)-6-oxotetrahydropyran-2-yl]-6-oxabicyclo[3.1.0]hex-2-yl}octa-2,4,7-trienyl acetate
• 英文别名: [(3S,4E,6Z,9E)-10-[(1S,2S,3R,5R)-3-[(2R)-6-oxooxan-2-yl]-6-oxabicyclo[3.1.0]hexan-2-yl]deca-4,6,9-trien-3-yl] acetate
• CAS: 871103-77-4
• 化学式: C₂₂H₃₀O₅
• 分子量: 374.477
• InChiKey: LVZZVEDHMODSJW-LWQAOQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3S,4E,9E)-10-(3-(6-oxotetrahydro-2H-pyran-2-yl)-6-oxabicyclo[3.1.0]hexan-2-yl)deca-4,9-dien-6-yn-3-yl acetate 在 喹啉 、 5% Pd-BaSO4 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 (1S,2E,4Z,7E)-1-ethyl-8-{(1R,2S,3S,5S)-3-[(S)-6-oxotetrahydropyran-2-yl]-6-oxabicyclo[3.1.0]hex-2-yl}octa-2,4,7-trienyl acetate 、 (1S,2E,4Z,7E)-1-ethyl-8-{(1S,2R,3R,5R)-3-[(R)-6-oxotetrahydropyran-2-yl]-6-oxabicyclo[3.1.0]hex-2-yl}octa-2,4,7-trienyl acetate
  参考文献：
  名称：

  Synthesis of Marine Oxylipin Agardhilactone and Its Analogues: A Structural Revision

  摘要：

  Synthesis of four analogues of the marine oxylipin agardhilactone was carried out. The relative configuration of agardhilactone was determined by comparison with agardhilactone acetate and four analogues. Furthermore, synthesis of agardhilactone was achieved. The absolute configuration of agardhilactone was successfully determined by this synthesis.

  DOI：

  10.3987/com-08-s(f)97