17β-acetoxy-2β,3β-isopropylidenedioxy-5α-androstan-6-one | 1010414-00-2

• 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: 17β-acetoxy-2β,3β-isopropylidenedioxy-5α-androstan-6-one
• CAS: 1010414-00-2
• 化学式: C₂₄H₃₆O₅
• 分子量: 404.547
• InChiKey: GIXZUQZETGQZSA-BBSBKCCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  29.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  17β-acetoxy-2β,3β-isopropylidenedioxy-5α-androstan-6-one 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以82%的产率得到17β-acetoxy-2β,3β-dihydroxy-5α-androstan-6-one
  参考文献：
  名称：

  The synthesis of 2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-15-en-17-one and its 2β,3β-isomer

  摘要：

  Androstane and Delta(15)-androstane analogues of brassinosteroids were synthesized from dehydroepiandrosterone. The key stage, hydroxylation of 17 beta-acetoxyandrost-2-en-6-one double bond with OsO4, yielded the corresponding 2 alpha,3 alpha- and 2 beta,3 beta-diols. The target 2 alpha,3 alpha-isopropylidenedioxy-6,6-ethylenedioxy-5 alpha-androst-15-en-17-one and its 2 beta,3 beta-isomer were obtained by dehydrosilylation of the corresponding silylenol ethers with palladium acetate.

  DOI：

  10.1134/s1068162007030089
• 作为产物：
  描述：

  17β-acetoxy-2,3-dihydroxy-5α-androstan-6-one 、 2,2-二甲氧基丙烷 在 4 A molecular sieve 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 以1.12 g的产率得到17β-acetoxy-2α,3α-isopropylidenedioxy-5α-androstan-6-one
  参考文献：
  名称：

  The synthesis of 2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-15-en-17-one and its 2β,3β-isomer

  摘要：

  Androstane and Delta(15)-androstane analogues of brassinosteroids were synthesized from dehydroepiandrosterone. The key stage, hydroxylation of 17 beta-acetoxyandrost-2-en-6-one double bond with OsO4, yielded the corresponding 2 alpha,3 alpha- and 2 beta,3 beta-diols. The target 2 alpha,3 alpha-isopropylidenedioxy-6,6-ethylenedioxy-5 alpha-androst-15-en-17-one and its 2 beta,3 beta-isomer were obtained by dehydrosilylation of the corresponding silylenol ethers with palladium acetate.

  DOI：

  10.1134/s1068162007030089