(1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane | 178152-25-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane
• CAS: 178152-25-5
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: LOGJGKGBKZOEKZ-XWLWVQCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane 以 二氯甲烷 为溶剂， 生成 (1R,3S,5S,7R)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane
  参考文献：
  名称：

  鉴定和合成的新双环缩醛从甲虫（Trichoptera）

  摘要：

  如合成和对映选择性气相色谱法所示，the蝇科植物波达莫克斯拉蒂彭尼斯和铃木波莫斯的雄性和雌性产生（1 R，3 S，5 S，7 S）-1-乙基-3,5,7-三甲基-2， 8-dioxabicyclocyclo [3.2.1]辛烷，而Glyphotaelius pellucidus产生1,3-二乙基-4,6-二甲基-2,7 - dioxabicyclocyclo [2.2.1]庚烷，具有（1 S，3 S，4 R，6 S）或（1 R，3 R，4 S，6 S）-配置。如电生理研究所示，该化合物可被两性触角感知。

  DOI：

  10.1016/j.tetlet.2004.03.024
• 作为产物：
  描述：

  1,1-二甲基-2-(1-乙基亚丙基)肼 在 正丁基锂 、 tert-butyl-ammonium fluoride 、 silica gel 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane
  参考文献：
  名称：

  Absolute configuration of sordidin and 7-episordidin emitted by the banana weevil, Cosmopolites sordidus

  摘要：

  Male-specific volatile components released by the banana weevil, Cosmopolites sordidus Germar, from Australia have been identified as (1S,3R,5R,7S)-1-ethyl-3,5,7-trimethyl-2, and the 7R-epimer (as a minor component) by synthesis and enantioselective gas chromatography. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00659-x

文献信息

• Synthesis and absolute configuration of sordidin, the male-produced aggregation pheromone of the banana weevil, Cosmopolites sordidus
  作者：Kenji Mori、Tôru Nakayama、Hirosato Takikawa

  DOI：10.1016/0040-4039(96)00674-0

  日期：1996.5

  The racemate as well as both the enantiomers of sordidin (1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane, 1) were synthesized, and the natural pheromone was shown to be (1S,3R,5R,7S)-(+)-1.

  合成了索迪定的外消旋体和两个对映体（1-乙基-3,5,7-三甲基-2,8-二恶双环[3.2.1]辛烷，1），天然信息素显示为（1S ，3R，5R，7S）-（+）-1 。
• Pheromone Synthesis, CLXXXIV. Synthesis and Absolute Configuration of Sordidin, the Male-Produced Aggregation Pheromone of the Banana Weevil,cosmopolites sordidus
  作者：T??Ru Nakayama、Kenji Mori

  DOI：10.1002/jlac.199719970605

  日期：1997.6

  The racemate as well as both the enantiomers of sordidin (1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1])octane were synthesized, and the natural pheromone was shown to be (1S,3R,5R,7S)-(+)-1.

  合成了索迪定（1-乙基-3,5,7-三甲基-2,8-二氧杂双环[3.2.1]）辛烷的外消旋体和两种对映体，其天然信息素显示为（1 S， 3 R，5 R，7 S）-（+）- 1。
• Identification and synthesis of new bicyclic acetals from caddisflies (Trichoptera)
  作者：Jan Bergmann、Christer Löfstedt、Vladimir D Ivanov、Wittko Francke

  DOI：10.1016/j.tetlet.2004.03.024

  日期：2004.4

  As shown by synthesis and enantioselective gas chromatography, males and females of the caddisfly species Potamophylax latipennis and Potamophylax cingulatus produce (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane, while Glyphotaelius pellucidus produces 1,3-diethyl-4,6-dimethyl-2,7-dioxabicyclo[2.2.1]heptane, having either the (1S,3S,4R,6S) or (1R,3R,4S,6S)-configuration. As shown

  如合成和对映选择性气相色谱法所示，the蝇科植物波达莫克斯拉蒂彭尼斯和铃木波莫斯的雄性和雌性产生（1 R，3 S，5 S，7 S）-1-乙基-3,5,7-三甲基-2， 8-dioxabicyclocyclo [3.2.1]辛烷，而Glyphotaelius pellucidus产生1,3-二乙基-4,6-二甲基-2,7 - dioxabicyclocyclo [2.2.1]庚烷，具有（1 S，3 S，4 R，6 S）或（1 R，3 R，4 S，6 S）-配置。如电生理研究所示，该化合物可被两性触角感知。
• Absolute configuration of sordidin and 7-episordidin emitted by the banana weevil, Cosmopolites sordidus
  作者：Mary T Fletcher、Christopher J Moore、William Kitching

  DOI：10.1016/s0040-4039(97)00659-x

  日期：1997.5

  Male-specific volatile components released by the banana weevil, Cosmopolites sordidus Germar, from Australia have been identified as (1S,3R,5R,7S)-1-ethyl-3,5,7-trimethyl-2, and the 7R-epimer (as a minor component) by synthesis and enantioselective gas chromatography. (C) 1997 Elsevier Science Ltd.