17α-methyl-d₃-5-androstene-3β,17β-diol | 99371-94-5

• 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: 17α-methyl-d₃-5-androstene-3β,17β-diol
• 英文别名: 5,6-Dehydro-17a-methyl-d3 Epiandrosterone；(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-(trideuteriomethyl)-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 99371-94-5
• 化学式: C₂₀H₃₂O₂
• 分子量: 307.449
• InChiKey: WRWBCPJQPDHXTJ-KKUVVVSJSA-N

物化性质

• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17α-methyl-d₃-5-androstene-3β,17β-diol 在 aluminum isopropoxide 作用下， 以 环己酮 、 甲苯 为溶剂， 反应 3.0h， 以72%的产率得到(17beta)-17-羟基-17-(甲基-D3)-雄甾-4-烯-3-酮
  参考文献：
  名称：

  Synthesis of deuterium labeled 17-methyl-testosterone

  摘要：

  The synthesis of two forms of selectively deuterated 17-methyl-testosterone is described. 17-Methyl-d3-testosterone was prepared by the Grignard reaction of dehydroepiandrosterone with deuterium labeled methyl magnesium iodide followed by an Oppenauer oxidation. 17-Methyl-d3-testosterone-19,19,19-d3 was prepared by treating 3,3-ethylenedioxy-5,10-epoxy-5 alpha, 10 alpha-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5 alpha-hydroxyandrostane derivative.

  DOI：

  10.1016/0039-128x(84)90006-0
• 作为产物：
  描述：

  去氢表雄酮 、 (Methyl-d3)magnesium iodide 以 乙醚 为溶剂， 反应 7.0h， 以93%的产率得到17α-methyl-d₃-5-androstene-3β,17β-diol
  参考文献：
  名称：

  Synthesis of deuterium labeled 17-methyl-testosterone

  摘要：

  The synthesis of two forms of selectively deuterated 17-methyl-testosterone is described. 17-Methyl-d3-testosterone was prepared by the Grignard reaction of dehydroepiandrosterone with deuterium labeled methyl magnesium iodide followed by an Oppenauer oxidation. 17-Methyl-d3-testosterone-19,19,19-d3 was prepared by treating 3,3-ethylenedioxy-5,10-epoxy-5 alpha, 10 alpha-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5 alpha-hydroxyandrostane derivative.

  DOI：

  10.1016/0039-128x(84)90006-0

文献信息

• Synthesis of deuterium labeled 17-methyl-testosterone
  作者：Y. Shinohara、S. Baba、Y. Kasuya

  DOI：10.1016/0039-128x(84)90006-0

  日期：1984.9

  The synthesis of two forms of selectively deuterated 17-methyl-testosterone is described. 17-Methyl-d3-testosterone was prepared by the Grignard reaction of dehydroepiandrosterone with deuterium labeled methyl magnesium iodide followed by an Oppenauer oxidation. 17-Methyl-d3-testosterone-19,19,19-d3 was prepared by treating 3,3-ethylenedioxy-5,10-epoxy-5 alpha, 10 alpha-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5 alpha-hydroxyandrostane derivative.