4-{(R)-1-Hydroxy-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-ethyl}-5-methylene-5H-furan-2-one | 1026096-42-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-{(R)-1-Hydroxy-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-ethyl}-5-methylene-5H-furan-2-one
• 英文别名: 4-[(1R)-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methylpent-4-enyl)-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]-1-hydroxyethyl]-5-methylidenefuran-2-one
• CAS: 1026096-42-3
• 化学式: C₂₆H₃₈O₃
• 分子量: 398.586
• InChiKey: QNDNWIIDUNQZHM-XZPQQMMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 4-{(R)-1-Hydroxy-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-ethyl}-5-methylene-5H-furan-2-one 在 吡啶 作用下， 生成 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-(2-methylene-5-oxo-2,5-dihydro-furan-3-yl)-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-ethyl ester
  参考文献：
  名称：

  Cladocoran A and B:  Two Novel γ-Hydroxybutenolide Sesterterpenes from the Mediterranean Coral Cladocora cespitosa

  摘要：

  The novel terpenoids, cladocoran A (1) and B (2), showing a gamma-hydroxybutenolide end group, have been isolated from the Mediterranean Anthozoan Cladocora cespitosa. The unprecedented skeleton of cladocoran was elucidated by spectroscopic methods and chemical conversion. The absolute stereochemistry of the secondary alcohol at C-18 was assigned by the. advanced Mosher's method applied to an oxidized derivative of 1.

  DOI：

  10.1021/jo971586j
• 作为产物：
  描述：

  cladocoran A 在 sodium carbonate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.5h， 生成 4-{(R)-1-Hydroxy-2-[(1S,2R,4aR,5S)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-ethyl}-5-methylene-5H-furan-2-one
  参考文献：
  名称：

  Cladocoran A and B:  Two Novel γ-Hydroxybutenolide Sesterterpenes from the Mediterranean Coral Cladocora cespitosa

  摘要：

  The novel terpenoids, cladocoran A (1) and B (2), showing a gamma-hydroxybutenolide end group, have been isolated from the Mediterranean Anthozoan Cladocora cespitosa. The unprecedented skeleton of cladocoran was elucidated by spectroscopic methods and chemical conversion. The absolute stereochemistry of the secondary alcohol at C-18 was assigned by the. advanced Mosher's method applied to an oxidized derivative of 1.

  DOI：

  10.1021/jo971586j