(3S,6R,7S)-6,10-dimethyl-3-(2-hydroxyprop-2-yl)bicyclo[5.3.0]dec-1(10)-en-4-one | 1261139-10-9

• 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: (3S,6R,7S)-6,10-dimethyl-3-(2-hydroxyprop-2-yl)bicyclo[5.3.0]dec-1(10)-en-4-one
• 英文别名: (5S,8R,8aS)-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-2,4,5,7,8,8a-hexahydro-1H-azulen-6-one
• CAS: 1261139-10-9
• 化学式: C₁₅H₂₄O₂
• 分子量: 236.354
• InChiKey: AOLOZTXCLUURCW-NTZNESFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S,6R,7S)-6,10-dimethyl-3-(2-hydroxyprop-2-yl)bicyclo[5.3.0]dec-1(10)-en-4-one 在 甲基磺酰氯 、 三乙胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 以18 mg的产率得到(6R,7S)-3-isopropylidene-6,10-dimethylbicyclo[5.3.0]dec-1(10)-en-4-one
  参考文献：
  名称：

  Enantiospecific first total synthesis and confirmation of the relative and absolute stereostructure of isocalamusenone

  摘要：

  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

  DOI：

  10.1016/j.tetasy.2010.09.008
• 作为产物：
  描述：

  (3R,4S,6R,7S)-6,10-dimethyl-3-(2-hydroxyprop-2-yl)-bicyclo[5.3.0]dec-1(10)-en-4-ol 在 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以76%的产率得到(3S,6R,7S)-6,10-dimethyl-3-(2-hydroxyprop-2-yl)bicyclo[5.3.0]dec-1(10)-en-4-one
  参考文献：
  名称：

  Enantiospecific first total synthesis and confirmation of the relative and absolute stereostructure of isocalamusenone

  摘要：

  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

  DOI：

  10.1016/j.tetasy.2010.09.008

文献信息

• 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