Acetic acid (3S,3aS,6R,6aS,10R,10aR)-3,6,9-trimethyl-2-oxo-decahydro-1-oxa-cyclopenta[d]naphthalen-10-yl ester | 554412-06-5

• 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: Acetic acid (3S,3aS,6R,6aS,10R,10aR)-3,6,9-trimethyl-2-oxo-decahydro-1-oxa-cyclopenta[d]naphthalen-10-yl ester
• 英文别名: [(3S,3aS,6R,6aS,10R,10aR)-3,6,9-trimethyl-2-oxo-3,3a,4,5,6,6a,7,8,9,10-decahydrobenzo[h][1]benzofuran-10-yl] acetate
• CAS: 554412-06-5
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: HAQJFAUBLRHKCG-LGCUAEQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (3S,3aS,6R,6aS,10R,10aR)-3,6,9-trimethyl-2-oxo-decahydro-1-oxa-cyclopenta[d]naphthalen-10-yl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以98%的产率得到(3S,3aS,6R,6aS,9aR,9bR)-9b-Hydroxy-3,6,9-trimethyl-decahydro-benzo[de]chromen-2-one
  参考文献：
  名称：

  Stereoselective reduction of arteannuin B and its chemical transformations

  摘要：

  Absolute stereochemistry of dihydroarteannuin B 5 obtained by the reduction of arteannuin B 3 with Ni2B, NaBH4 or CdCl2-Mg-MeOH-H2O has been established by 2D NMR and single crystal X-ray diffraction studies. Some experiments aimed at the synthesis of dihydrodeoxyarteannuin B [C-4, 5 double bond isomer of 11] are also discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00330-2
• 作为产物：
  描述：

  [(3S,3aS,6R,6aS,10R,10aR)-3,6-dimethyl-9-methylidene-2-oxo-3a,4,5,6,6a,7,8,10-octahydro-3H-benzo[h][1]benzofuran-10-yl] acetate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以96%的产率得到Acetic acid (3S,3aS,6R,6aS,10R,10aR)-3,6,9-trimethyl-2-oxo-decahydro-1-oxa-cyclopenta[d]naphthalen-10-yl ester
  参考文献：
  名称：

  Stereoselective reduction of arteannuin B and its chemical transformations

  摘要：

  Absolute stereochemistry of dihydroarteannuin B 5 obtained by the reduction of arteannuin B 3 with Ni2B, NaBH4 or CdCl2-Mg-MeOH-H2O has been established by 2D NMR and single crystal X-ray diffraction studies. Some experiments aimed at the synthesis of dihydrodeoxyarteannuin B [C-4, 5 double bond isomer of 11] are also discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00330-2