(5S)-5,10-secoandrost-1(10)(E)-en-3,17-dion-5-ol | 1152427-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5S)-5,10-secoandrost-1(10)(E)-en-3,17-dion-5-ol
• 英文别名: (1S,2E,7S,10R,11S,15S)-7-hydroxy-2,15-dimethyltricyclo[8.7.0.011,15]heptadec-2-ene-5,14-dione
• CAS: 1152427-10-5
• 化学式: C₁₉H₂₈O₃
• 分子量: 304.43
• InChiKey: ATZIUUZFLDWAPA-NKDQJINLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 水 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.08h， 以66%的产率得到(5S)-5,10-secoandrost-1(10)(E)-en-3,17-dion-5-ol
  参考文献：
  名称：

  Synthesis of 5,10-seco analogs of testosterone

  摘要：

  A number of 5,10-seco analogs of testosterone has been synthesized starting from products of the radical oxidation of 3 beta,17 beta-diacetoxy-5 alpha-androstan-5 alpha-ol. The obtained compounds possess a flexible 10-membered ring with substituents (=O, -OH) at C-3 and C-5. Similar derivatives with an (E)- and (Z)-Delta(1(10))-double bond have been prepared also. X-ray analysis and a combination of NMR experiments have been used for their structure elucidation and conformation analysis. (C) 2008 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2008.07.005

文献信息

• Synthesis of 5,10-seco analogs of testosterone
  作者：Vladimir A. Khripach、Vladimir N. Zhabinskii、Anna I. Kuchto、Yuliya Y. Zhiburtovich、Natalya B. Khripach、Alexander S. Lyakhov、Marinus B. Groen、Jaap van der Louw、Aede de Groot

  DOI：10.1016/j.steroids.2008.07.005

  日期：2008.12

  A number of 5,10-seco analogs of testosterone has been synthesized starting from products of the radical oxidation of 3 beta,17 beta-diacetoxy-5 alpha-androstan-5 alpha-ol. The obtained compounds possess a flexible 10-membered ring with substituents (=O, -OH) at C-3 and C-5. Similar derivatives with an (E)- and (Z)-Delta(1(10))-double bond have been prepared also. X-ray analysis and a combination of NMR experiments have been used for their structure elucidation and conformation analysis. (C) 2008 Published by Elsevier Inc.