(3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-3-propylaminomethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one | 210638-02-1

• 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: (3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-3-propylaminomethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one
• CAS: 210638-02-1
• 化学式: C₂₃H₃₉NO₂
• 分子量: 361.568
• InChiKey: RTTZSOJSTHNZOQ-XWJVLSSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  壬酰氯 、 (3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-3-propylaminomethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 Nonanoic acid ((3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-ylmethyl)-propyl-amide
  参考文献：
  名称：

  A solution-phase combinatorial parallel synthesis of 3β-amido-3α-hydroxy-5α-androstane-17-ones

  摘要：

  A two-level library of 3 beta-amido-3 alpha-hydroxy-5 alpha-androstane-17-one compounds was synthesized from a steroid precursor using the solution-phase parallel synthesis. The compounds were easily obtained in high purity by regioselective aminolysis of the oxirane intermediate followed by acylation of the amine. Since oxiranes can be generated from readily available ketones or alkenes, the proposed strategy give access to a large series of compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00772-2
• 作为产物：
  描述：

  正丙胺 、 spiro-3(R)-oxirane-5α-androstan-17-one 在 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 168.0h， 生成 (3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-3-propylaminomethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one
  参考文献：
  名称：

  A solution-phase combinatorial parallel synthesis of 3β-amido-3α-hydroxy-5α-androstane-17-ones

  摘要：

  A two-level library of 3 beta-amido-3 alpha-hydroxy-5 alpha-androstane-17-one compounds was synthesized from a steroid precursor using the solution-phase parallel synthesis. The compounds were easily obtained in high purity by regioselective aminolysis of the oxirane intermediate followed by acylation of the amine. Since oxiranes can be generated from readily available ketones or alkenes, the proposed strategy give access to a large series of compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00772-2