pregna-20-en-3-one | 65754-69-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: pregna-20-en-3-one
• 英文别名: 5a-Pregn-20-en-3-one；(5S,8R,9S,10S,13R,14S,17R)-17-ethenyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• CAS: 65754-69-0
• 化学式: C₂₁H₃₂O
• 分子量: 300.484
• InChiKey: BQTTYKVRRLHMQQ-PMJYHDSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  pregna-20-en-3-one 生成 5α-Pregna-1,20-dien-3-on
  参考文献：
  名称：

  Synthesis of 5α-pregna-1, 20-dien-3-one

  摘要：

  5ALPHA-Pregna-1,20-dien-3-one has been synthesized from 3beta-hydroxy-5alpha-pregnan-20-one by reaction of the tosylhydrazone with butyllithium to introduce the vinyl moiety. Oxidation of the alcohol and treatment of the anion of the resulting ketone with benzeneselenenyl chloride gave the 2-phenylseleno derivative. This afforded the conjugated enone on oxidative elimination.

  DOI：

  10.1016/0039-128x(77)90029-0
• 作为产物：
  描述：

  5α-pregn-20-en-3β-ol 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 生成 pregna-20-en-3-one
  参考文献：
  名称：

  Synthesis of 5α-pregna-1, 20-dien-3-one

  摘要：

  5ALPHA-Pregna-1,20-dien-3-one has been synthesized from 3beta-hydroxy-5alpha-pregnan-20-one by reaction of the tosylhydrazone with butyllithium to introduce the vinyl moiety. Oxidation of the alcohol and treatment of the anion of the resulting ketone with benzeneselenenyl chloride gave the 2-phenylseleno derivative. This afforded the conjugated enone on oxidative elimination.

  DOI：

  10.1016/0039-128x(77)90029-0