13-β-ethyl-18,19-dinorpregna-4,14,16-trien-3,20-dione

• 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: 13-β-ethyl-18,19-dinorpregna-4,14,16-trien-3,20-dione
• 英文别名: (8R,9R,10R,13S)-17-acetyl-13-ethyl-2,6,7,8,9,10,11,12-octahydro-1H-cyclopenta[a]phenanthren-3-one
• 化学式: C₂₁H₂₆O₂
• 分子量: 310.436
• InChiKey: NZDZEWWMLWCFIK-XKGFGPFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  孕二烯酮 在 盐酸 作用下， 反应 2.0h， 以1.55 g的产率得到13-β-ethyl-18,19-dinorpregna-4,14,16-trien-3,20-dione
  参考文献：
  名称：

  Structure elucidation of new compounds from acidic treatment of the progestins gestodene and drospirenone

  摘要：

  Gestodene acidic treatment afforded a single rearrangement product, namely 13-beta-ethyl-18,19-dinorpregna-4,14,16-trien-3,20-dione 3, which was originated through HCl-catalyzed Rupe rearrangement. Drospirenone acidic treatment yielded two epimeric lactones by addition of HCl to the 6 beta,7 beta-cyclopropane ring, namely 7 beta-(chloromethyl)-15 beta,16 beta-methylene-3-oxo-17 beta-pregn-4-ene-21,17-carbolactone 4 and 7 beta-(chloromethyl)-15 beta,16 beta-methylene-3oxo-17 alpha-pregn-4-ene-21,17-carbolactone 5. The structure of the compounds was assessed by spectroscopic and crystallographic methods. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.05.002

文献信息

• Structure elucidation of new compounds from acidic treatment of the progestins gestodene and drospirenone
  作者：Diego Colombo、Gabriella Bombieri、Roberto Lenna、Nicoletta Marchini、Emilia Modica、Antonio Scala

  DOI：10.1016/j.steroids.2006.05.002

  日期：2006.8

  Gestodene acidic treatment afforded a single rearrangement product, namely 13-beta-ethyl-18,19-dinorpregna-4,14,16-trien-3,20-dione 3, which was originated through HCl-catalyzed Rupe rearrangement. Drospirenone acidic treatment yielded two epimeric lactones by addition of HCl to the 6 beta,7 beta-cyclopropane ring, namely 7 beta-(chloromethyl)-15 beta,16 beta-methylene-3-oxo-17 beta-pregn-4-ene-21,17-carbolactone 4 and 7 beta-(chloromethyl)-15 beta,16 beta-methylene-3oxo-17 alpha-pregn-4-ene-21,17-carbolactone 5. The structure of the compounds was assessed by spectroscopic and crystallographic methods. (c) 2006 Elsevier Inc. All rights reserved.