(1S,3R)-3-[2-(5,8-Dimethoxy-naphthalen-2-yl)-ethyl]-2,2-dimethyl-4-methylene-cyclohexanol | 866223-67-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1S,3R)-3-[2-(5,8-Dimethoxy-naphthalen-2-yl)-ethyl]-2,2-dimethyl-4-methylene-cyclohexanol
• CAS: 866223-67-8
• 化学式: C₂₃H₃₀O₃
• 分子量: 354.489
• InChiKey: ZFVYGBWECRGGDF-KNQAVFIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S,3R)-3-[2-(5,8-Dimethoxy-naphthalen-2-yl)-ethyl]-2,2-dimethyl-4-methylene-cyclohexanol 在 N-碘代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 以74%的产率得到(1R,2S,4S)-2-[2-(5,8-dimethoxynaphthalen-2-yl)ethyl]-1-(iodomethyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Synthesis of cordiaquinone J and K via B-alkyl Suzuki–Miyaura coupling as a key step and determination of the absolute configuration of natural products

  摘要：

  A versatile methodology for the synthesis of various terpenoids via B-alkyl Suzuki-Miyaura coupling as a key step is established. Synthesis of cordiaquinone J and K, new antifungal and larvicidal meroterpenoids, was achieved by using this methodology. The absolute configurations of cordiaquinone J and K were confirmed by the synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.115
• 作为产物：
  描述：

  2-[(1R,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylidenecyclohexyl]iodoethane 在 四丁基氟化铵 、 叔丁基锂 、 8-甲氧基-9-硼杂双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 various solvents 为溶剂， 反应 23.42h， 生成 (1S,3R)-3-[2-(5,8-Dimethoxy-naphthalen-2-yl)-ethyl]-2,2-dimethyl-4-methylene-cyclohexanol
  参考文献：
  名称：

  Synthesis of cordiaquinone J and K via B-alkyl Suzuki–Miyaura coupling as a key step and determination of the absolute configuration of natural products

  摘要：

  A versatile methodology for the synthesis of various terpenoids via B-alkyl Suzuki-Miyaura coupling as a key step is established. Synthesis of cordiaquinone J and K, new antifungal and larvicidal meroterpenoids, was achieved by using this methodology. The absolute configurations of cordiaquinone J and K were confirmed by the synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.115