p-di(cholest-5-en-3β-yloxy)benzene | 1579254-24-2

• 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: p-di(cholest-5-en-3β-yloxy)benzene
• 英文别名: 1,4-phenylene dicholesteryl diether
• CAS: 1579254-24-2
• 化学式: C₆₀H₉₄O₂
• 分子量: 847.405
• InChiKey: MCAPLWCNPLCLQL-OGNOMGKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.26
• 重原子数：
  62.0
• 可旋转键数：
  14.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  p-(cholest-5-en-3β-yloxy)phenol 、 双丙酮半乳糖 在 tetrabutylammonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 以24%的产率得到p-di(cholest-5-en-3β-yloxy)benzene
  参考文献：
  名称：

  Electrochemical synthesis of glycoconjugates from activated sterol derivatives

  摘要：

  Several derivatives of cholesterol and other 3 beta-hydroxy-Delta(5)-steroids were prepared and tested as sterol donors in electrochemical reactions with sugar alcohols. The reactions afforded glycoconjugates with sugar linked to a steroid moiety by an ether bond. Readily available sterol diphenylphosphates yielding up to 54% of the desired glycoconjugate were found to be the best sterol donors. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.01.007

文献信息

• 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
  作者：Aneta M Tomkiel、Adam Biedrzycki、Jolanta Płoszyńska、Dorota Naróg、Andrzej Sobkowiak、Jacek W Morzycki

  DOI：10.3762/bjoc.11.16

  日期：——

  3α,5α-Cyclocholestan-6β-yl alkyl and aryl ethers were proved to be efficient cholesteryl donors in the electrochemical synthesis of glycoconjugates. 3α,5α-Cyclocholestan-6β-ol (i-cholesterol) and its tert-butyldimethylsilyl ether can also be used for this purpose. The i-cholesterol derivatives show similar reactivities to those of previously studied 3α,5α-cyclocholestan-6β-thioethers.

  3α,5α-环胆甾烷-6β-基烷基和芳基醚被证明是在糖脂共轭物的电化学合成中高效的胆固醇供体。3α,5α-环胆甾烷-6β-醇（i-胆固醇）及其tert-丁基二甲基硅醚也可用于此目的。i-胆固醇衍生物显示出与先前研究的3α,5α-环胆甾烷-6β-硫醚类似的反应性。