tert-butyl (2,6-diacetamidopyridin-4-yl) carbonate | 1370586-38-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-butyl (2,6-diacetamidopyridin-4-yl) carbonate
• 英文别名: Tert-butyl (2,6-diacetamidopyridin-4-yl) carbonate
• CAS: 1370586-38-1
• 化学式: C₁₄H₁₉N₃O₅
• 分子量: 309.322
• InChiKey: AVSOOQFDNPRRER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (2,6-diacetamidopyridin-4-yl) carbonate 在 三氟乙酸 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以90.23%的产率得到N-(6-乙酰氨基-4-氧代-1H-吡啶-2-基)乙酰胺
  参考文献：
  名称：

  A new versatile synthesis of 4-substituted diaminopyridine derivatives

  摘要：

  A new convenient method for the synthesis of substituted 2,6-diacetamido pyridines has been developed. It starts from 4-hydroxypyridine and comprises the introduction of the amino groups by the Chichibabin reaction. After several protection and deprotection steps 2,6-diacetamido-4-hydroxy pyridine is obtained, which is regarded as a key compound for the synthesis of various substituted 2,6-diacetamido pyridines. It is shown that the free hydroxy group is susceptible for nucleophilic substitution. This provides an easy access to the introduction of different functional groups at 4-position of 2,6-diacetamido pyridine. The advantages over other procedures described in the literature are discussed. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.089
• 作为产物：
  描述：

  4-羟基吡啶 在 碳酸氢钠 、 sodium amide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 paraffin 为溶剂， 反应 16.0h， 生成 tert-butyl (2,6-diacetamidopyridin-4-yl) carbonate
  参考文献：
  名称：

  A new versatile synthesis of 4-substituted diaminopyridine derivatives

  摘要：

  A new convenient method for the synthesis of substituted 2,6-diacetamido pyridines has been developed. It starts from 4-hydroxypyridine and comprises the introduction of the amino groups by the Chichibabin reaction. After several protection and deprotection steps 2,6-diacetamido-4-hydroxy pyridine is obtained, which is regarded as a key compound for the synthesis of various substituted 2,6-diacetamido pyridines. It is shown that the free hydroxy group is susceptible for nucleophilic substitution. This provides an easy access to the introduction of different functional groups at 4-position of 2,6-diacetamido pyridine. The advantages over other procedures described in the literature are discussed. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.089