5α-androst-9(11)-ene-3α,17β-diol 3-acetate | 95237-41-5

• 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: 5α-androst-9(11)-ene-3α,17β-diol 3-acetate
• CAS: 95237-41-5
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: CZWUCLGLNYZTJP-IYRCEVNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5α-androst-9(11)-ene-3α,17β-diol 3-acetate 在 palladium on activated charcoal 3 A molecular sieve 、 氢气 、 silver carbonate 作用下， 以 乙酸乙酯 、 苯 为溶剂， 25.0 ℃ 、137.9 kPa 条件下， 反应 50.0h， 生成 methyl 3α-acetoxy-5α-androstan-17β-yl 2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate
  参考文献：
  名称：

  Synthesis of a precursor for the preparation of 9α, 11α-tritiated 5α-androstane-3α,17β-diol 17-glucuronide

  摘要：

  Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide. We optimized the reaction conditions for catalytic reduction employing hydrogen and subsequent base hydrolysis followed by purification on Amberlite XAD-2 resin to obtain the saturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.

  DOI：

  10.1016/0039-128x(84)90052-7
• 作为产物：
  描述：

  Androst-9(11)-en-17-one, 3-(acetyloxy)-, (3a,5a)- 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 5α-androst-9(11)-ene-3α,17β-diol 3-acetate
  参考文献：
  名称：

  Synthesis of a precursor for the preparation of 9α, 11α-tritiated 5α-androstane-3α,17β-diol 17-glucuronide

  摘要：

  Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide. We optimized the reaction conditions for catalytic reduction employing hydrogen and subsequent base hydrolysis followed by purification on Amberlite XAD-2 resin to obtain the saturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.

  DOI：

  10.1016/0039-128x(84)90052-7