3α-methanesulfonyl-24-nor-5β-cholane | 371228-65-8

• 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: 3α-methanesulfonyl-24-nor-5β-cholane
• CAS: 371228-65-8
• 化学式: C₂₄H₄₂O₃S
• 分子量: 410.662
• InChiKey: NIBGJVIWCHHFMZ-LYWYBQTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3α-methanesulfonyl-24-nor-5β-cholane 在 potassium superoxide 、 18-冠醚-6 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以1.42 g的产率得到24-nor-5β-cholan-3β-ol
  参考文献：
  名称：

  摘要：

  7 alpha-(Dimethylstannyl)-24-nor-5 beta -cholane (12) and 3 beta-(dimethylstannyl)-24-nor-5 beta -cholane (11) have been prepared from cholic and lithocholic acid, respectively, as free-radical reducing agents. Limited enantioselectivity-testing data indicate that these compounds show promise as enantioselective free-radical reducing agents. For example, reaction of ethyl (rac)-2-bromo-2-cyclopentyl-2-phenylacetate with one equivalent of either (11) or (12) in the presence of one equivalent of (S,S)-(-)-N,N'-bis(3,5-di-tert-butylsalycidene)-1,2-cyclohexanediaminomanganese(III) chloride (7) in toluene at -78 degreesC provides ethyl (S)-2-cyclopentyl-2-phenylacetate, obtained with 62 and 90% ee, respectively.

  DOI：

  10.1071/ch01045
• 作为产物：
  描述：

  石胆酸 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 4-甲苯硫酚 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 3α-methanesulfonyl-24-nor-5β-cholane
  参考文献：
  名称：

  摘要：

  7 alpha-(Dimethylstannyl)-24-nor-5 beta -cholane (12) and 3 beta-(dimethylstannyl)-24-nor-5 beta -cholane (11) have been prepared from cholic and lithocholic acid, respectively, as free-radical reducing agents. Limited enantioselectivity-testing data indicate that these compounds show promise as enantioselective free-radical reducing agents. For example, reaction of ethyl (rac)-2-bromo-2-cyclopentyl-2-phenylacetate with one equivalent of either (11) or (12) in the presence of one equivalent of (S,S)-(-)-N,N'-bis(3,5-di-tert-butylsalycidene)-1,2-cyclohexanediaminomanganese(III) chloride (7) in toluene at -78 degreesC provides ethyl (S)-2-cyclopentyl-2-phenylacetate, obtained with 62 and 90% ee, respectively.

  DOI：

  10.1071/ch01045