(3aS,4S,5aS,11aR,11bR,Z)-9-benzylidene-5a-(benzyloxy)-4-hydroxy-2,2-dimethyl-3a,4,5,5a,8,9-hexahydro-[1,3]dioxolo[4,5-g]pyrazino[1,2-a]indole-7,10(11aH,11bH)-dione | 1610027-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (3aS,4S,5aS,11aR,11bR,Z)-9-benzylidene-5a-(benzyloxy)-4-hydroxy-2,2-dimethyl-3a,4,5,5a,8,9-hexahydro-[1,3]dioxolo[4,5-g]pyrazino[1,2-a]indole-7,10(11aH,11bH)-dione
• CAS: 1610027-19-4
• 化学式: C₂₈H₂₈N₂O₆
• 分子量: 488.54
• InChiKey: RGBVSOPSMBMEKB-JFZJNUSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  102.78
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (3aS,4S,5aS,11aR,11bR,Z)-9-benzylidene-5a-(benzyloxy)-4-hydroxy-2,2-dimethyl-3a,4,5,5a,8,9-hexahydro-[1,3]dioxolo[4,5-g]pyrazino[1,2-a]indole-7,10(11aH,11bH)-dione 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 以44%的产率得到(3R,5aR,6R,7S,8S,9aR,10aR)-3-benzyl-6,7,8,9a-tetrahydroxydecahydropyrazino[1,2-a]indole-1,4-dione
  参考文献：
  名称：

  An Efficient Synthesis Strategy to the Core Structure of 6–5–6–5–6-Membered Epipolythiodiketopiperazines

  摘要：

  A concise route to the core structure 1 of 6-5-6-5-6-membered epipolythiodiketopiperazines is described. The strategy relies on construction of the pyrrolines by double nucleophilic opening of a bis(oxabicyclo[2.2.1]heptene) 2, obtained after bidirectional condensation of N,N'-diacetyldiketopiperazine (4) with aldehyde 3.

  DOI：

  10.1021/ol500990f
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以162 mg的产率得到(3aS,4S,5aS,11aR,11bR,Z)-9-benzylidene-5a-(benzyloxy)-4-hydroxy-2,2-dimethyl-3a,4,5,5a,8,9-hexahydro-[1,3]dioxolo[4,5-g]pyrazino[1,2-a]indole-7,10(11aH,11bH)-dione
  参考文献：
  名称：

  An Efficient Synthesis Strategy to the Core Structure of 6–5–6–5–6-Membered Epipolythiodiketopiperazines

  摘要：

  A concise route to the core structure 1 of 6-5-6-5-6-membered epipolythiodiketopiperazines is described. The strategy relies on construction of the pyrrolines by double nucleophilic opening of a bis(oxabicyclo[2.2.1]heptene) 2, obtained after bidirectional condensation of N,N'-diacetyldiketopiperazine (4) with aldehyde 3.

  DOI：

  10.1021/ol500990f