methyl 3,7,12-trideoxy-3α,12α-bis(2-bromoacetyloxy)cholate

• 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: methyl 3,7,12-trideoxy-3α,12α-bis(2-bromoacetyloxy)cholate
• 英文别名: methyl 3α,12α-dibromoacetoxy-5β-cholan-24-oate；methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-bis[(2-bromoacetyl)oxy]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• 化学式: C₂₉H₄₄Br₂O₆
• 分子量: 648.473
• InChiKey: SJYWIGCBHUHMFH-QIXZANHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3,7,12-trideoxy-3α,12α-bis(2-bromoacetyloxy)cholate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以90%的产率得到methyl 3α,12α-bis(azidoacetoxy)-5β-cholan-24-oate
  参考文献：
  名称：

  基于胆汁酸和杯[4]芳烃骨架的新型杂化大环受体用于金属离子识别

  摘要：

  利用胆汁酸的α面和杯状[4]芳烃的锥构，合成了一种新的基于胆汁酸和杯状[4]芳烃的杂化大环受体。研究了受体的金属识别特性。该受体对乙腈中的Hg 2+具有最强的亲和力。受体：Hg 2+的化学计量为1：1。

  DOI：

  10.1016/j.tetlet.2017.04.067
• 作为产物：
  描述：

  去氧胆酸 在 硫酸 作用下， 以 氯仿 为溶剂， 生成 methyl 3,7,12-trideoxy-3α,12α-bis(2-bromoacetyloxy)cholate
  参考文献：
  名称：

  基于胆汁酸和杯[4]芳烃骨架的新型杂化大环受体用于金属离子识别

  摘要：

  利用胆汁酸的α面和杯状[4]芳烃的锥构，合成了一种新的基于胆汁酸和杯状[4]芳烃的杂化大环受体。研究了受体的金属识别特性。该受体对乙腈中的Hg 2+具有最强的亲和力。受体：Hg 2+的化学计量为1：1。

  DOI：

  10.1016/j.tetlet.2017.04.067

文献信息

• A novel dansyl-appended bile acid receptor for preferential recognition of Hg²⁺
  作者：Pradeep K. Muwal、Shubha Pandey、Pramod S. Pandey

  DOI：10.1039/c4ra02460e

  日期：——

  A novel dansyl appended bile acid receptor has been synthesized using click chemistry which shows high selectivity for Hg²⁺ ions.

  一个新颖的丹磺酰基胆酸受体已经通过点击化学合成，对Hg²⁺离子表现出高选择性。
• Spectroscopic methods and theoretical studies of bromoacetic substituted derivatives of bile acids
  作者：Tomasz Pospieszny、Hanna Koenig、Iwona Kowalczyk、Bogumił Brycki

  DOI：10.17344/acsi.2014.608

  日期：2015.3.15

  The structure of seven bromoacetic substituted derivatives of bile acids are characterized by 1H MMR, 13C NMR, 2D NMR, FT-IR and mass spectrometry (ESI-MS) as well as PM5 semiempirical and B3LYP ab initio methods. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS).
• Anion Recognition by 1,2,3-Triazolium Receptors:  Application of Click Chemistry in Anion Recognition
  作者：Anjul Kumar、Pramod S. Pandey

  DOI：10.1021/ol702457w

  日期：2008.1.1

  Cyclic and acyclic bile acid-based 1,2,3-triazolium receptors which show remarkable ability to recognize anions through C-H center dot center dot center dot X- hydrogen bond interactions have been synthesized using click chemistry.
• Anion recognition by bisimidazolium and bisbenzimidazolium cholapods
  作者：Mamta Chahar、Shailesh Upreti、Pramod S. Pandey

  DOI：10.1016/j.tet.2006.10.037

  日期：2007.1

  Bile acid-based acyclic receptors bearing two imidazole and benzimidazole moieties have been synthesized. Anion binding studies using H-1 NMR revealed that imidazolium receptor exhibits high selectivity for chloride ion while benzimidazolium receptor showed selectivity for Y-shaped acetate ion through hydrogen bond interactions involving imidazolium C-2 and acetyl methylene hydrogens. (c) 2006 Published by Elsevier Ltd.
• A novel hybrid macrocyclic receptor based on bile acid and calix[4]arene frameworks for metal ion recognition
  作者：Manish K. Jaiswal、Pradeep K. Muwal、Shubha Pandey、Pramod S. Pandey

  DOI：10.1016/j.tetlet.2017.04.067

  日期：2017.5

  A novel hybrid macrocyclic receptor based on bile acid and calix[4]arene has been synthesized using the α-face of the bile acid and cone-conformation of calix[4]arene. Metal recognition properties of receptor were investigated. The receptor showed the strongest affinity for Hg2+ in acetonitrile. The stoichiometry of the Receptor:Hg2+ was 1:1.

  利用胆汁酸的α面和杯状[4]芳烃的锥构，合成了一种新的基于胆汁酸和杯状[4]芳烃的杂化大环受体。研究了受体的金属识别特性。该受体对乙腈中的Hg 2+具有最强的亲和力。受体：Hg 2+的化学计量为1：1。