17β-hydroxy-4'-dehydro-androst-4-eno[3,4-e]piperazin-6-one | 1104455-76-6

• 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: 17β-hydroxy-4'-dehydro-androst-4-eno[3,4-e]piperazin-6-one
• 英文别名: (1R,2S,5S,6S,9S,10R)-6-hydroxy-1,5-dimethyl-15,18-diazapentacyclo[11.8.0.02,10.05,9.014,19]henicosa-13,18-dien-12-one
• CAS: 1104455-76-6
• 化学式: C₂₁H₃₀N₂O₂
• 分子量: 342.481
• InChiKey: PZOJCJPUZLOPBC-NJMRJFFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  睾酮 、 乙二胺 在 aluminum oxide 作用下， 以88%的产率得到17β-hydroxy-4'-dehydro-androst-4-eno[3,4-e]piperazin-6-one
  参考文献：
  名称：

  Microwave promoted one-pot synthesis of novel A-ring fused steroidal dehydropiperazines

  摘要：

  The preparation of ring-A fused steroidal dehydropiperazine at the 3,4-position is herein described. The novel steroidal dehydropiperazines were prepared from the annulation reaction of ethylenediamine with 3-keto-4-en steroids in a one-pot reaction under microwave irradiation. The key step involves base catalysed aerial oxidation of the C-6 methylene group followed by cyclocondensation of ethylenediamine via Michael addition reaction. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.01.005