4-[5-[[(pyridin-2-ylmethyl)amino]methyl][1,2,3]triazol-1-yl]benzoic acid methyl ester | 1402046-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[5-[[(pyridin-2-ylmethyl)amino]methyl][1,2,3]triazol-1-yl]benzoic acid methyl ester
• 英文别名: Methyl 4-[5-[(pyridin-2-ylmethylamino)methyl]triazol-1-yl]benzoate；methyl 4-[5-[(pyridin-2-ylmethylamino)methyl]triazol-1-yl]benzoate
• CAS: 1402046-06-3
• 化学式: C₁₇H₁₇N₅O₂
• 分子量: 323.354
• InChiKey: HPKBWLQJVGPVRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[5-[[(pyridin-2-ylmethyl)amino]methyl][1,2,3]triazol-1-yl]benzoic acid methyl ester 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 以77%的产率得到4-[5-[(benzoyl-pyridin-2-ylmethylamino)methyl][1,2,3]triazol-1-yl]benzoic acid methyl ester
  参考文献：
  名称：

  Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts

  摘要：

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

  DOI：

  10.1021/jo301349t
• 作为产物：
  描述：

  对叠氮苯甲酸 在 4-二甲氨基吡啶 、 copper(l) iodide 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 52.0h， 生成 4-[5-[[(pyridin-2-ylmethyl)amino]methyl][1,2,3]triazol-1-yl]benzoic acid methyl ester
  参考文献：
  名称：

  Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts

  摘要：

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

  DOI：

  10.1021/jo301349t