methyl 5α-androst-3-en-17-on-19-oate

• 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: methyl 5α-androst-3-en-17-on-19-oate
• 英文别名: methyl (5S,8S,9S,10R,13S,14S)-13-methyl-17-oxo-1,2,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-10-carboxylate
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: JMVJVHVCGYEAAS-OTAXJETPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  19-羟基雄甾-4-烯-3,17-二酮 在 jones reagent 、 溶剂黄146 、 锌 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 3.5h， 生成 methyl 5α-androst-3-en-17-on-19-oate
  参考文献：
  名称：

  Steroid dimer formation: metal reduction of Methyl Androst-4-ene-3,17-dion-19-oate

  摘要：

  Two isomeric dimeric steroids, 3,3'-bis(methyl 3-hydroxyandrost-4-en-17-on-19-oate-3-yl), with symmetrical (alpha,alpha') and unsymmetrical structures (alpha,beta'), have been obtained by reduction of methyl androst-4-ene-3,17-dion-19-oate with zinc in aqueous acetic acid together with the major products, the isomeric methyl 5 alpha- and 5 beta-androst-3-en-17-on-19-oates. The structures of the dimers and unsaturated products are supported by spectroscopic methods. The symmetrical dimer was also obtained from treatment of the 4-en-3-on-19-oate ester with lithium in ammonia. (C) 2000 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(99)00108-7

文献信息

• Steroid dimer formation: metal reduction of Methyl Androst-4-ene-3,17-dion-19-oate
  作者：J Templeton

  DOI：10.1016/s0039-128x(99)00108-7

  日期：2000.4

  Two isomeric dimeric steroids, 3,3'-bis(methyl 3-hydroxyandrost-4-en-17-on-19-oate-3-yl), with symmetrical (alpha,alpha') and unsymmetrical structures (alpha,beta'), have been obtained by reduction of methyl androst-4-ene-3,17-dion-19-oate with zinc in aqueous acetic acid together with the major products, the isomeric methyl 5 alpha- and 5 beta-androst-3-en-17-on-19-oates. The structures of the dimers and unsaturated products are supported by spectroscopic methods. The symmetrical dimer was also obtained from treatment of the 4-en-3-on-19-oate ester with lithium in ammonia. (C) 2000 Elsevier Science Inc. All rights reserved.