(3aS,5aS,9aR,9bS)-6-(3-Hydroxy-butyl)-3a-methyl-decahydro-cyclopenta[a]naphthalene-3,7-dione bis-(O-methyl-oxime) | 30155-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (3aS,5aS,9aR,9bS)-6-(3-Hydroxy-butyl)-3a-methyl-decahydro-cyclopenta[a]naphthalene-3,7-dione bis-(O-methyl-oxime)
• CAS: 30155-47-6
• 化学式: C₂₀H₃₄N₂O₃
• 分子量: 350.502
• InChiKey: AXQPYWVYRVGQDE-HJRVHGODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  63.41
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aS,5aS,9aR,9bS)-6-(3-Hydroxy-butyl)-3a-methyl-decahydro-cyclopenta[a]naphthalene-3,7-dione bis-(O-methyl-oxime) 在 silver carbonate 作用下， 以 xylene 为溶剂， 生成 (3aS,5aS,9aR,9bS)-3a-Methyl-6-(3-oxo-butyl)-decahydro-cyclopenta[a]naphthalene-3,7-dione bis-(O-methyl-oxime)
  参考文献：
  名称：

  [类固醇全合成。IV。（+）-13-乙基-17-乙炔基-17-羟基-gon-4-en-3-one]。

  摘要：

  AbstractThe title compound (Norgestrel), a potent progestational agent, has been prepared by a new total synthesis. The scheme is based on earlier work with BCD‐tricyclic intermediates, condensation of 2‐ethyl‐cyclopentane‐1,3‐dione with 2‐[2‐diethylamino‐ethyl]‐6‐[4‐t‐butoxy‐pentyl]‐tetrahydropyran‐2‐ol being the key step. The synthesis features the addition of acetylene to a Δ5(10)‐4‐oxa‐17‐keto intermediate, followed by a novel transformation to the final product.

  DOI：

  10.1002/hlca.19710540852
• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 (8R,9S,13S,14S)-3,13-Dimethyl-2,3,6,7,8,9,11,12,13,14,15,16-dodecahydro-1H-4-oxa-cyclopenta[a]phenanthren-17-one 在 吡啶 作用下， 以 水 为溶剂， 生成 (3aS,5aS,9aR,9bS)-6-(3-Hydroxy-butyl)-3a-methyl-decahydro-cyclopenta[a]naphthalene-3,7-dione bis-(O-methyl-oxime)
  参考文献：
  名称：

  [类固醇全合成。IV。（+）-13-乙基-17-乙炔基-17-羟基-gon-4-en-3-one]。

  摘要：

  AbstractThe title compound (Norgestrel), a potent progestational agent, has been prepared by a new total synthesis. The scheme is based on earlier work with BCD‐tricyclic intermediates, condensation of 2‐ethyl‐cyclopentane‐1,3‐dione with 2‐[2‐diethylamino‐ethyl]‐6‐[4‐t‐butoxy‐pentyl]‐tetrahydropyran‐2‐ol being the key step. The synthesis features the addition of acetylene to a Δ5(10)‐4‐oxa‐17‐keto intermediate, followed by a novel transformation to the final product.

  DOI：

  10.1002/hlca.19710540852