(2S,3S,4aR,5S,8aR)-3',3',4a,5-tetramethylspiro[1,2,4,5,6,7,8,8a-octahydronaphthalene-3,2'-oxirane]-2-ol | 1309596-37-9

• 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: (2S,3S,4aR,5S,8aR)-3',3',4a,5-tetramethylspiro[1,2,4,5,6,7,8,8a-octahydronaphthalene-3,2'-oxirane]-2-ol
• CAS: 1309596-37-9
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: GUYQMGHRKYDLFF-OEMOEHNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3S,4aR,5S,8aR)-3',3',4a,5-tetramethylspiro[1,2,4,5,6,7,8,8a-octahydronaphthalene-3,2'-oxirane]-2-ol 、 (1S)-(-)-莰烷酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以4.8 mg的产率得到(2S,3S,4aR,8S,8aR)-3',3',8,8a-tetramethyloctahydro-1H-spiro[naphthalene-2,2'-oxiran]-3-yl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  Structures of Fukinone Epoxides. Configuration, Conformation, and CD Spectra

  摘要：

  The configuration and conformation of two diastereoisomeric fukinone epoxides were unambiguously established by NMR (NOESY), CD, and X-ray crystallographic analyses of their derivatives. The data show the absolute configurations of exo alpha,beta-epoxy ketones can be predicted by an octant rule, not by a Reverse Octant Rule.

  DOI：

  10.3987/com-10-s(e)118
• 作为产物：
  描述：

  (3R,4aR,5S,8aR)-3',3',4a,5-tetramethylspiro[4,5,6,7,8,8a-hexahydro-1H-naphthalene-3,2'-oxirane]-2-one 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 以7.4 mg的产率得到(2S,3S,4aR,5S,8aR)-3',3',4a,5-tetramethylspiro[1,2,4,5,6,7,8,8a-octahydronaphthalene-3,2'-oxirane]-2-ol
  参考文献：
  名称：

  Structures of Fukinone Epoxides. Configuration, Conformation, and CD Spectra

  摘要：

  The configuration and conformation of two diastereoisomeric fukinone epoxides were unambiguously established by NMR (NOESY), CD, and X-ray crystallographic analyses of their derivatives. The data show the absolute configurations of exo alpha,beta-epoxy ketones can be predicted by an octant rule, not by a Reverse Octant Rule.

  DOI：

  10.3987/com-10-s(e)118