24-(6-chloropyridin-2-yloxy)-3α,5β-cholane | 1011299-63-0

• 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: 24-(6-chloropyridin-2-yloxy)-3α,5β-cholane
• 英文别名: 24-(6-chloropyridin-2-yloxy)cholan-3-ol
• CAS: 1011299-63-0
• 化学式: C₂₉H₄₄ClNO₂
• 分子量: 474.127
• InChiKey: QTDBGTSAEVMKEN-JSJOAQFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.55
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.35
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  6-氯吡啶-2-醇 、 5β-cholane-3α,24-diol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 24.0h， 以84%的产率得到24-(6-chloropyridin-2-yloxy)-3α,5β-cholane
  参考文献：
  名称：

  Synthesis of nitrogen- and oxygen-containing macrocycles by palladium-catalyzed amination of 3,24-bis(6-chloropyridin-2-yloxy)cholane

  摘要：

  3,24-Bis(6-chloropyrdin-2-yloxy)cholane prepared from cholane-3,24-diol by the Mitsunobu reaction was successfully used to synthesize various polyaza macrocycles via palladium-catalyzed amination with linear polyamines. The contribution of side formation of cyclic oligomers was found to depend on the polyamine nature.

  DOI：

  10.1134/s1070428009010114

文献信息

• Palladium-catalyzed amination in the synthesis of macrocycles comprising cholane, polyamine and pyridine units
  作者：Alexei D. Averin、Elena R. Ranyuk、Nikolai V. Lukashev、Svetlana L. Golub、Alexei K. Buryak、Irina P. Beletskaya

  DOI：10.1016/j.tetlet.2007.12.049

  日期：2008.2

  3,24-Bis(6-chloropyridin-2-yloxy)cholane, obtained from 3,24-cholandiol via a Mitsunobu reaction, was successfully used for the synthesis of a variety of polyazamacrocycles using Pd-catalyzed amination reaction with linear polyamines. The competing formation of cyclodimers and other cyclic oligomers was found to be strongly dependent on the nature of the polyamines employed. (C) 2007 Elsevier Ltd. All rights reserved.