(3aS,3bS,5aS,9aS,9bR,10S,11aS)-10-Bromo-11a-hydroxy-3b,6,6,9a-tetramethyl-tetradecahydro-phenanthro[1,2-c]furan-3,11-dione | 250271-59-1

• 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: (3aS,3bS,5aS,9aS,9bR,10S,11aS)-10-Bromo-11a-hydroxy-3b,6,6,9a-tetramethyl-tetradecahydro-phenanthro[1,2-c]furan-3,11-dione
• 英文别名: (3aS,3bS,5aS,9aS,9bR,10S,11aS)-10-bromo-11a-hydroxy-3b,6,6,9a-tetramethyl-1,3a,4,5,5a,7,8,9,9b,10-decahydronaphtho[1,2-g][2]benzofuran-3,11-dione
• CAS: 250271-59-1
• 化学式: C₂₀H₂₉BrO₄
• 分子量: 413.352
• InChiKey: WEAHZCMUDCVBHQ-DODGTWICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3aS,3bS,5aS,9aS,9bR,10S,11aS)-10-Bromo-11a-hydroxy-3b,6,6,9a-tetramethyl-tetradecahydro-phenanthro[1,2-c]furan-3,11-dione 在 lithium aluminium tetrahydride 、 lithium carbonate 、 lithium bromide 作用下， 生成 (3aS,3bS,5aS,9aS,11R,11aS)-11,11a-Dihydroxy-3b,6,6,9a-tetramethyl-3a,3b,4,5,5a,6,7,8,9,9a,11,11a-dodecahydro-1H-phenanthro[1,2-c]furan-3-one
  参考文献：
  名称：

  Towards the synthesis of 9,11-secospongianes

  摘要：

  A convenient synthesis of 9, 11-secospongianes is reported, starting from methyl isoanticopalate 4. This compound has been obtained readily from labdanolic acid and sclareol, two abundant, bicyclic natural products. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01384-2
• 作为产物：
  描述：

  (3aS,3bR,5aS,9aS,9bR,11aS)-11a-Hydroxy-3b,6,6,9a-tetramethyl-tetradecahydro-phenanthro[1,2-c]furan-3,11-dione 在 phenyltrimethylammonium tribromide 作用下， 以100%的产率得到(3aS,3bS,5aS,9aS,9bR,10S,11aS)-10-Bromo-11a-hydroxy-3b,6,6,9a-tetramethyl-tetradecahydro-phenanthro[1,2-c]furan-3,11-dione
  参考文献：
  名称：

  Towards the synthesis of 9,11-secospongianes

  摘要：

  A convenient synthesis of 9, 11-secospongianes is reported, starting from methyl isoanticopalate 4. This compound has been obtained readily from labdanolic acid and sclareol, two abundant, bicyclic natural products. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01384-2