spironolactone

• 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: spironolactone
• 英文别名: S-[(7R,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3,5'-bis(oxidanylidene)spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate；S-[(7R,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate
• 化学式: C₂₄H₃₂O₄S
• 分子量: 416.582
• InChiKey: LXMSZDCAJNLERA-NMFLDQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  85.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  spironolactone 在 sodium thiomethoxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以95%的产率得到(7R,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-7-sulfanylspiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',3-dione
  参考文献：
  名称：

  Mild, selective deprotection of thioacetates using sodium thiomethoxide

  摘要：

  A mild method for the deprotection of thioacetates is described. The reaction can be conveniently carried out at room temperature, and is compatible with a wide range of functionality. The procedure was shown to chemoselectively remove a thioacetate in the presence of an acetate, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00421-3
• 作为产物：
  描述：

  S-[(7S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate 生成 spironolactone
  参考文献：
  名称：

  OKUDZIMA, XIROMI;FUDZIMORI, SINITIRO;FURUYA, RIKIDZO;XAYAKAVA, SYUDZO

  摘要：

  DOI：

文献信息

• OKUDZIMA, XIROMI;FUDZIMORI, SINITIRO;FURUYA, RIKIDZO;XAYAKAVA, SYUDZO
  作者：OKUDZIMA, XIROMI、FUDZIMORI, SINITIRO、FURUYA, RIKIDZO、XAYAKAVA, SYUDZO

  DOI：——

  日期：——
• Mild, selective deprotection of thioacetates using sodium thiomethoxide
  作者：Owen B. Wallace、Dane M. Springer

  DOI：10.1016/s0040-4039(98)00421-3

  日期：1998.4

  A mild method for the deprotection of thioacetates is described. The reaction can be conveniently carried out at room temperature, and is compatible with a wide range of functionality. The procedure was shown to chemoselectively remove a thioacetate in the presence of an acetate, (C) 1998 Elsevier Science Ltd. All rights reserved.