6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one | 600151-49-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one
• 英文别名: 6-methoxy-4a-methyl-3,4,4a,5,8,8a-hexahydronaphthalen-1(2H)-one；6-Methoxy-4a-methyl-2,3,4,5,8,8a-hexahydronaphthalen-1-one
• CAS: 600151-49-3
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: HZRASHOFTYQEKP-UHFFFAOYSA-N

物化性质

• 沸点：
  305.7±42.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one 在 盐酸 、 氢氧化钾 、 sodium acetate 、 乙酸酐 、 sodium hydride 、 二异丁基氢化铝 、 二甲基亚砜 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 40.25h， 生成 苍术酮
  参考文献：
  名称：

  Dimerization of Butenolide Structures. A Biomimetic Approach to the Dimeric Sesquiterpene Lactones (±)-Biatractylolide and (±)-Biepiasterolide

  摘要：

  The biomimetic synthesis of the bisesquiterpene lactones (+/-)-biatractylolide 1 and (+/-)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.

  DOI：

  10.1021/jo0488053
• 作为产物：
  描述：

  1,2,3,4,5,8-hexahydro-1-hydroxy-6-methoxynaphthalene 在 copper(l) iodide 四丁基氟化铵 、 aluminum isopropoxide 、 丙酮 作用下， 生成 6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one
  参考文献：
  名称：

  Dimerization of Butenolide Structures. A Biomimetic Approach to the Dimeric Sesquiterpene Lactones (±)-Biatractylolide and (±)-Biepiasterolide

  摘要：

  The biomimetic synthesis of the bisesquiterpene lactones (+/-)-biatractylolide 1 and (+/-)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.

  DOI：

  10.1021/jo0488053

文献信息

• Weyerstahl, Peter; Marschall, Helga; Schneider, Kathleen, Liebigs Annalen, 1995, # 2, p. 231 - 240
  作者：Weyerstahl, Peter、Marschall, Helga、Schneider, Kathleen

  DOI：——

  日期：——
• Biomimetic Synthesis of Biatractylolide and Biepiasterolide
  作者：Sharanjeet K. Bagal、Robert M. Adlington、Jack E. Baldwin、Rodolfo Marquez、Andrew Cowley

  DOI：10.1021/ol035022f

  日期：2003.8.1

  graphicThe biomimetic synthesis of the bisesquiterpenoids biatractylolide 1 and bieplasterolide 2 is reported.
• Dimerization of Butenolide Structures. A Biomimetic Approach to the Dimeric Sesquiterpene Lactones (±)-Biatractylolide and (±)-Biepiasterolide
  作者：Sharanjeet K. Bagal、Robert M. Adlington、Jack E. Baldwin、Rodolfo Marquez

  DOI：10.1021/jo0488053

  日期：2004.12.1

  The biomimetic synthesis of the bisesquiterpene lactones (+/-)-biatractylolide 1 and (+/-)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.