1-[(6S,7S)-6,10-dimethylbicyclo[5.3.0]deca-1(10),3-dien-3-yl]ethanone | 1254784-86-5

• 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: 1-[(6S,7S)-6,10-dimethylbicyclo[5.3.0]deca-1(10),3-dien-3-yl]ethanone
• 英文别名: 1-[(8S,8aS)-3,8-dimethyl-1,2,4,7,8,8a-hexahydroazulen-5-yl]ethanone
• CAS: 1254784-86-5
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: HODJHYREYUNCNK-ZANVPECISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(6S,7S)-6,10-dimethylbicyclo[5.3.0]deca-1(10),3-dien-3-yl]ethanone 在 rhodium(III) chloride trihydrate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 28.0h， 生成 2-[(6S,7S)-6,10-dimethylbicyclo[5.3.0]deca-1(10),2-dien-3-yl]propan-2-ol
  参考文献：
  名称：

  Enantiospecific synthesis and confirmation of the relative and absolute stereostructure of 11-hydroxyguaiadienes

  摘要：

  Enantiospecific total synthesis of two epimeric sesquiterpenes 11-hydroxyguaiadienes has been accomplished starting from the readily available monoterpene (R)-limonene, which confirmed the structure and absolute configuration of the natural products. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.018
• 作为产物：
  描述：

  甜橙提取物 在 Wilkinson's catalyst 、 lithium aluminium tetrahydride 、 二甲基硫 、 三氟化硼乙醚 、 氢气 、 氧气 、 potassium carbonate 、 对甲苯磺酸 、 臭氧 、 甲基磺酰氯 、 三乙胺 、 2-碘酰基苯甲酸 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 二甲基亚砜 、 乙酸乙酯 、 丙酮 、 苯 为溶剂， 反应 6.0h， 生成 1-[(6S,7S)-6,10-dimethylbicyclo[5.3.0]deca-1(10),3-dien-3-yl]ethanone
  参考文献：
  名称：

  Enantiospecific synthesis and confirmation of the relative and absolute stereostructure of 11-hydroxyguaiadienes

  摘要：

  Enantiospecific total synthesis of two epimeric sesquiterpenes 11-hydroxyguaiadienes has been accomplished starting from the readily available monoterpene (R)-limonene, which confirmed the structure and absolute configuration of the natural products. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.018

文献信息

• Enantiospecific total synthesis of aciphyllene
  作者：A. Srikrishna、Vijendra H. Pardeshi

  DOI：10.1016/j.tet.2010.08.045

  日期：2010.10

  Enantiospecific total synthesis of the sesquiterpene aciphyllene and its three epimers have been described starting from the readily available monoterpene (R)-limonene employing an intramolecular type II carbonyl ene reaction as the key step.

  已经描述了倍半萜烯茶碱及其三个差向异构体的对映体特异性全合成，该反应从容易获得的单萜（R）-柠檬烯开始，采用分子内II型羰基烯反应作为关键步骤。
• Enantiospecific first total synthesis and confirmation of the relative and absolute stereostructure of isocalamusenone
  作者：Adusumilli Srikrishna、Vijendra H. Pardeshi、Konda Mahesh

  DOI：10.1016/j.tetasy.2010.09.008

  日期：2010.10

  The enantiospecific total synthesis of two epimers of the sesquiterpene isocalamusenone has been accomplished starting from the readily available monoterpene (R)-limonene which of the natural product established the stereostructure and the absolute configuration (C) 2010 Elsevier Ltd All rights reserved
• Enantiospecific synthesis and confirmation of the relative and absolute stereostructure of 11-hydroxyguaiadienes
  作者：Adusumilli Srikrishna、Vijendra H. Pardeshi、Konda Mahesh

  DOI：10.1016/j.tetasy.2010.11.018

  日期：2010.12

  Enantiospecific total synthesis of two epimeric sesquiterpenes 11-hydroxyguaiadienes has been accomplished starting from the readily available monoterpene (R)-limonene, which confirmed the structure and absolute configuration of the natural products. (C) 2010 Elsevier Ltd. All rights reserved.