7-氯甲基17R-屈螺酮 | 932388-89-1

• 物质功能分类: 有机原料 - 螺环化合物
• 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
• 中文名称: 7-氯甲基17R-屈螺酮
• 英文名称: 7β-chloromethyl-15β,16β-methylene-3-oxo-17β-pregn-4-ene-21,17-carbolactone
• 英文别名: 7-Chloromethyl 17-epidrospirenone；(1'R,2'S,3'S,5R,5'S,7'S,10'S,11'R,18'S)-18'-(chloromethyl)-7',11'-dimethylspiro[oxolane-5,6'-pentacyclo[8.8.0.02,7.03,5.011,16]octadec-15-ene]-2,14'-dione
• CAS: 932388-89-1
• 化学式: C₂₄H₃₁ClO₃
• 分子量: 402.961
• InChiKey: YGBFZJNESAZJNB-WUVPQEDYSA-N

物化性质

• 熔点：
  184-187°C
• 沸点：
  579.4±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  屈螺酮 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以0.70 g的产率得到7-氯甲基17R-屈螺酮
  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.