methyl 3α-propargyl-12α-azidoacetyldeoxycholate | 1337957-66-0

• 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: methyl 3α-propargyl-12α-azidoacetyldeoxycholate
• 英文别名: methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-12-(2-azidoacetyl)oxy-10,13-dimethyl-3-prop-2-ynoxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1337957-66-0
• 化学式: C₃₀H₄₅N₃O₅
• 分子量: 527.704
• InChiKey: ZKEQONLOCISBTN-FGUUPDTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3α-propargyl-12α-azidoacetyldeoxycholate 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 72.0h， 以50%的产率得到methyl (4R)-4-[(1S,4R,14S,15R,16R,19S,20R,23R,24S,27R,37S,38R,39R,42S,43R,46R,47S,52S)-39-[(2R)-5-methoxy-5-oxopentan-2-yl]-1,15,24,38-tetramethyl-12,35-dioxo-5,13,28,36-tetraoxa-8,9,10,31,32,33-hexazaundecacyclo[35.9.2.214,20.14,46.17,10.123,27.130,33.015,19.038,42.043,47.024,52]tetrapentaconta-7(54),8,30(50),31-tetraen-16-yl]pentanoate
  参考文献：
  名称：

  Synthesis of a Bile Acid-Based Click-Macrocycle and Its Application in Selective Recognition of Chloride Ion

  摘要：

  A novel method for the synthesis of a bile acid-based macrocycle has been developed using click chemistry. The 1,2,3-triazolium derivative of the macrocycle shows remarkable selectivity in binding of chloride ion.

  DOI：

  10.1021/jo201161n
• 作为产物：
  描述：

  去氧胆酸 在 sodium azide 、 硫酸 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 methyl 3α-propargyl-12α-azidoacetyldeoxycholate
  参考文献：
  名称：

  Synthesis of a Bile Acid-Based Click-Macrocycle and Its Application in Selective Recognition of Chloride Ion

  摘要：

  A novel method for the synthesis of a bile acid-based macrocycle has been developed using click chemistry. The 1,2,3-triazolium derivative of the macrocycle shows remarkable selectivity in binding of chloride ion.

  DOI：

  10.1021/jo201161n

文献信息

• Synthesis of a Bile Acid-Based Click-Macrocycle and Its Application in Selective Recognition of Chloride Ion
  作者：Rajesh K. Chhatra、Anjul Kumar、Pramod S. Pandey

  DOI：10.1021/jo201161n

  日期：2011.11.4

  A novel method for the synthesis of a bile acid-based macrocycle has been developed using click chemistry. The 1,2,3-triazolium derivative of the macrocycle shows remarkable selectivity in binding of chloride ion.