3-Oxo-2-[2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylene-decahydro-naphtho[2,1-d][1,3]dioxin-7-yl)-ethyl]-butyric acid ethyl ester | 727723-25-3

• 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: 3-Oxo-2-[2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylene-decahydro-naphtho[2,1-d][1,3]dioxin-7-yl)-ethyl]-butyric acid ethyl ester
• CAS: 727723-25-3
• 化学式: C₂₅H₄₀O₅
• 分子量: 420.59
• InChiKey: CGGYUVICMNODOX-CNCHWUGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  盐酸胍 、 3-Oxo-2-[2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylene-decahydro-naphtho[2,1-d][1,3]dioxin-7-yl)-ethyl]-butyric acid ethyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Novel routes for the generation of structurally diverse labdane diterpenes from andrographolide

  摘要：

  Andrographolide 1, the major constituent of the Indian medicinal plant Andrographis paniculata (Acanthaceae) was converted into the key intermediate 4 by selective oxidative degradation of the C-12,13 olefin bond. The aldehyde functional group present in 4 has been utilized for synthesizing a number of structurally diverse labdane diterpenes. Synthesis and in vitro cytotoxic activity results of the compounds prepared are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.142
• 作为产物：
  描述：

  3-[2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-Tetramethyl-8-methylene-decahydro-naphtho[2,1-d][1,3]dioxin-7-yl)-eth-(E)-ylidene]-3H-furan-2-one 在 吡啶 、 sodium tetrahydroborate 、 重铬酸吡啶 、 水 、 四氯化钛 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 3-Oxo-2-[2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylene-decahydro-naphtho[2,1-d][1,3]dioxin-7-yl)-ethyl]-butyric acid ethyl ester
  参考文献：
  名称：

  Novel routes for the generation of structurally diverse labdane diterpenes from andrographolide

  摘要：

  Andrographolide 1, the major constituent of the Indian medicinal plant Andrographis paniculata (Acanthaceae) was converted into the key intermediate 4 by selective oxidative degradation of the C-12,13 olefin bond. The aldehyde functional group present in 4 has been utilized for synthesizing a number of structurally diverse labdane diterpenes. Synthesis and in vitro cytotoxic activity results of the compounds prepared are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.142