(1S,1'S)-1,1'-(1H-1,2,4-triazole-3,5-diyl)-bis-(ethane-1,1-diyl) diacetate | 1220100-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1S,1'S)-1,1'-(1H-1,2,4-triazole-3,5-diyl)-bis-(ethane-1,1-diyl) diacetate
• 英文别名: [(1S)-1-[3-[(1S)-1-acetyloxyethyl]-1H-1,2,4-triazol-5-yl]ethyl] acetate
• CAS: 1220100-16-2
• 化学式: C₁₀H₁₅N₃O₄
• 分子量: 241.247
• InChiKey: NJFBOFRQABYJGJ-WDSKDSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1S,1'S)-1,1'-(1-acetyl-1H-1,2,4-triazole-3,5-diyl)-bis(ethane-1,1-diyl) diacetate 在 水 作用下， 反应 12.0h， 以95%的产率得到(1S,1'S)-1,1'-(1H-1,2,4-triazole-3,5-diyl)-bis-(ethane-1,1-diyl) diacetate
  参考文献：
  名称：

  Chiral 1,2,4-triazoles: stereoselective acylation and chlorination

  摘要：

  Acyl groups are transferred from diverse N- and O-acyl derivatives of chiral 3.5-bis-(1-hydroxyethyl)-[ 1,2,4]-triazole to amino acid esters enantioselectively, with 7% to 68% ee. depending on the temperature conditions and nature of the reagents Thionyl chloride replaced the hydroxyl groups of (S)-1-[4-amino5-((S)- 1-hydroxy-ethyl)-[1,2,4]-triazol-3-yl]-ethanol 3 stereospecifically with inversion, as confirmed by X-ray analysis, which also revealed unusual crystal structures with asymmetric units comprising three molecules of 4-amino-3,5-bis(R-1-chloroethyl)-1,2,4-triazole 5 and four of 3,5-bis((R)-1-chloroethyl)-1H-1,2,4-triazole 6. (c) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.007