17-Methylene-5β-androstane-3-one | 88674-58-2

• 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: 17-Methylene-5β-androstane-3-one
• CAS: 88674-58-2
• 化学式: C₂₀H₃₀O
• 分子量: 286.458
• InChiKey: OQDFIJSJVUMBCG-HRKNKHRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  17-Methylene-5β-androstane-3-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 17β-methyl-5β-androstane-3β,17α-diol
  参考文献：
  名称：

  Proton magnetic resonance spectra of 17ξ-Hydroxy-17ξ-methyl-5ξ-androstane C-3 ketone and c-3ξ alcohol isomers in chloroform-d and pyridine-d5

  摘要：

  17 alpha-Hydroxy-17 beta-methyl-5 beta-androstan-3-one,17 beta-methyl-5 alpha-androstane-3 alpha,17 alpha-diol,17 beta-methyl-5 alpha-androstane-3 beta,17 alpha-diol,17 alpha-methyl-5 beta-androstane-3 beta,17 beta-diol,17 beta-methyl-5 beta-androstane-3 alpha,17 alpha-diol and 17 beta-methyl-5 beta-androstane-3 beta,17 alpha-diol were synthesized for the first time. 1H NMR spectra of all four 17 xi-hydroxy/17 xi-methyl C-3 ketones and all eight C-3 alcohols were recorded in chloroform-d and pyridine-d5. Pyridine-induced chemical shifts are discussed. Thin-layer chromatographic data are given.

  DOI：

  10.1016/0039-128x(83)90088-0
• 作为产物：
  描述：

  17-亚甲基-4-雄甾烯-3-酮 在 Lindlar's catalyst 氢气 作用下， 以 吡啶 为溶剂， 以4.8 g的产率得到17-Methylene-5β-androstane-3-one
  参考文献：
  名称：

  Proton magnetic resonance spectra of 17ξ-Hydroxy-17ξ-methyl-5ξ-androstane C-3 ketone and c-3ξ alcohol isomers in chloroform-d and pyridine-d5

  摘要：

  17 alpha-Hydroxy-17 beta-methyl-5 beta-androstan-3-one,17 beta-methyl-5 alpha-androstane-3 alpha,17 alpha-diol,17 beta-methyl-5 alpha-androstane-3 beta,17 alpha-diol,17 alpha-methyl-5 beta-androstane-3 beta,17 beta-diol,17 beta-methyl-5 beta-androstane-3 alpha,17 alpha-diol and 17 beta-methyl-5 beta-androstane-3 beta,17 alpha-diol were synthesized for the first time. 1H NMR spectra of all four 17 xi-hydroxy/17 xi-methyl C-3 ketones and all eight C-3 alcohols were recorded in chloroform-d and pyridine-d5. Pyridine-induced chemical shifts are discussed. Thin-layer chromatographic data are given.

  DOI：

  10.1016/0039-128x(83)90088-0