6-{2-[(1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-1,4-dimethoxynaphthalene | 615562-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-{2-[(1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-1,4-dimethoxynaphthalene
• 英文别名: tert-butyl-[(1S,3S)-3-[2-(5,8-dimethoxynaphthalen-2-yl)ethyl]-2,2-dimethyl-4-methylidenecyclohexyl]oxy-dimethylsilane
• CAS: 615562-19-1
• 化学式: C₂₉H₄₄O₃Si
• 分子量: 468.752
• InChiKey: SQQHUNNSWSHVKY-IGKIAQTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.17
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-{2-[(1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-1,4-dimethoxynaphthalene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到(1S,3S)-3-[2-(5,8-Dimethoxy-naphthalen-2-yl)-ethyl]-2,2-dimethyl-4-methylene-cyclohexanol
  参考文献：
  名称：

  Synthesis and absolute configuration of cordiaquinone K, antifungal and larvicidal meroterpenoid isolated from the Panamanian plant, Cordia curassavica

  摘要：

  Total synthesis of cordiaquinone K, a new antifungal and larvicidal meroterpenoid, is reported. The absolute configuration of cordiaquinone K was confirmed by the synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01669-1
• 作为产物：
  描述：

  (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneethanol 在 吡啶 、 叔丁基锂 、 8-甲氧基-9-硼杂双环[3.3.1]壬烷 、 sodium iodide 作用下， 以 various solvents 、 丙酮 为溶剂， 反应 21.42h， 生成 6-{2-[(1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-1,4-dimethoxynaphthalene
  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

文献信息

• Synthesis and absolute configuration of cordiaquinone K, antifungal and larvicidal meroterpenoid isolated from the Panamanian plant, Cordia curassavica
  作者：Arata Yajima、Fumihiro Saitou、Mayu Sekimoto、Shoichiro Maetoko、Goro Yabuta

  DOI：10.1016/s0040-4039(03)01669-1

  日期：2003.9

  Total synthesis of cordiaquinone K, a new antifungal and larvicidal meroterpenoid, is reported. The absolute configuration of cordiaquinone K was confirmed by the synthesis. (C) 2003 Elsevier Ltd. All rights reserved.
• 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
  作者：Arata Yajima、Fumihiro Saitou、Mayu Sekimoto、Shoichiro Maetoko、Tomoo Nukada、Goro Yabuta

  DOI：10.1016/j.tet.2005.06.115

  日期：2005.9

  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.