3-甲氧基三唑并[5,4-c]吡啶 | 291274-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 中文名称: 3-甲氧基三唑并[5,4-c]吡啶
• 英文名称: 3-Methoxy-3H-[1,2,3]triazolo[4,5-c]pyridine
• 英文别名: 3-Methoxytriazolo[4,5-c]pyridine
• CAS: 291274-19-6
• 化学式: C₆H₆N₄O
• 分子量: 150.14
• InChiKey: PFYFLGSIQBFEKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-甲氧基三唑并[5,4-c]吡啶 在 sodium thiophenolate 作用下， 以 氘代二甲亚砜 、 氘代氯仿 为溶剂， 生成 3H-[1,2,3]三唑并[4,5-c]吡啶-3-醇
  参考文献：
  名称：

  Comparison of the Effects of 5- and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4- and 7-Isomers^,

  摘要：

  [GRAPHICS]Synthesis of 5- and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.

  DOI：

  10.1021/ol006013z
• 作为产物：
  描述：

  3H-[1,2,3]三唑并[4,5-c]吡啶-3-醇 、 三甲基硅烷化重氮甲烷 在 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 以67%的产率得到3-甲氧基三唑并[5,4-c]吡啶
  参考文献：
  名称：

  Comparison of the Effects of 5- and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4- and 7-Isomers^,

  摘要：

  [GRAPHICS]Synthesis of 5- and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.

  DOI：

  10.1021/ol006013z

文献信息

• Comparison of the Effects of 5- and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4- and 7-Isomers^,
  作者：Louis A. Carpino、Hideko Imazumi、Bruce M. Foxman、Michael J. Vela、Peter Henklein、Ayman El-Faham、Jana Klose、Michael Bienert

  DOI：10.1021/ol006013z

  日期：2000.7.1

  [GRAPHICS]Synthesis of 5- and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.