5β,6α-dichlorocholestan-3β-ol | 1105011-74-2

• 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: 5β,6α-dichlorocholestan-3β-ol
• 英文别名: (3S,5S,6S,8S,9S,10R,13R,14S,17R)-5,6-dichloro-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ol
• CAS: 1105011-74-2
• 化学式: C₂₇H₄₆Cl₂O
• 分子量: 457.568
• InChiKey: QAEGUSACHHGDTE-YHMDZATGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  胆固醇 在 tetrabutylammonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以14%的产率得到5α,6β-dichlorocholestan-3β-ol
  参考文献：
  名称：

  Unusual electrochemical oxidation of cholesterol

  摘要：

  It has been found that cholesterol undergoes direct electrochemical oxidation on platinum electrode in dichloromethane. Voltammetric measurements show that the process is controlled by the rate of electron transfer and the height of the oxidation peak is linear us. concentration of cholesterol. Preparative electrolysis with separated cathodic and anodic compartments afforded dicholesteryl ether in a relatively high material yield. Depending on electrolysis conditions (composition of supporting electrolyte and electrolytic cell construction) various by-products with a 3 beta-chloro, 3 beta-acetoxy, or 3 beta-acetylamino group were obtained. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.01.014

文献信息

• Unusual electrochemical oxidation of cholesterol
  作者：Jan Kowalski、Zenon Łotowski、Jacek W. Morzycki、Jolanta Płoszyńska、Andrzej Sobkowiak、Agnieszka Z. Wilczewska

  DOI：10.1016/j.steroids.2008.01.014

  日期：2008.5

  It has been found that cholesterol undergoes direct electrochemical oxidation on platinum electrode in dichloromethane. Voltammetric measurements show that the process is controlled by the rate of electron transfer and the height of the oxidation peak is linear us. concentration of cholesterol. Preparative electrolysis with separated cathodic and anodic compartments afforded dicholesteryl ether in a relatively high material yield. Depending on electrolysis conditions (composition of supporting electrolyte and electrolytic cell construction) various by-products with a 3 beta-chloro, 3 beta-acetoxy, or 3 beta-acetylamino group were obtained. (C) 2008 Elsevier Inc. All rights reserved.