tert-butyl N-[4-(3-pyridin-2-ylpropanoyl)phenyl]carbamate | 1038516-82-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl N-[4-(3-pyridin-2-ylpropanoyl)phenyl]carbamate
• CAS: 1038516-82-3
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: IFERKMBSUPZVLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[4-(3-pyridin-2-ylpropanoyl)phenyl]carbamate 在 伯吉斯试剂 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  A Synthesis of N-Bridged 5,6-Bicylic Pyridines via A Mild Cyclodehydration Using the Burgess Reagent and Discovery of A Novel Carbamylsulfonylation Reaction

  摘要：

  Cyclodehydration using the Burgess reagent provided a novel approach toward the synthesis of N-bridged 5,6-bicylic pyridines including pyrolo-, imidazo-, and triazolopyridines under mild and neutral conditions. The methodology tolerates acid-sensitive functional groups. A novel addition product was observed between the resulting pyrrolo- or imidazopyridine and an additional equivalent of the Burgess reagent, producing the corresponding sulfonylcarbamate adduct.

  DOI：

  10.1021/ol8011748
• 作为产物：
  描述：

  tert-butyl (4-(3-(pyridin-2-yl)acryloyl)phenyl)carbamate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以86%的产率得到tert-butyl N-[4-(3-pyridin-2-ylpropanoyl)phenyl]carbamate
  参考文献：
  名称：

  A Synthesis of N-Bridged 5,6-Bicylic Pyridines via A Mild Cyclodehydration Using the Burgess Reagent and Discovery of A Novel Carbamylsulfonylation Reaction

  摘要：

  Cyclodehydration using the Burgess reagent provided a novel approach toward the synthesis of N-bridged 5,6-bicylic pyridines including pyrolo-, imidazo-, and triazolopyridines under mild and neutral conditions. The methodology tolerates acid-sensitive functional groups. A novel addition product was observed between the resulting pyrrolo- or imidazopyridine and an additional equivalent of the Burgess reagent, producing the corresponding sulfonylcarbamate adduct.

  DOI：

  10.1021/ol8011748

文献信息

• A Synthesis of <i>N</i>-Bridged 5,6-Bicylic Pyridines via A Mild Cyclodehydration Using the Burgess Reagent and Discovery of A Novel Carbamylsulfonylation Reaction
  作者：Jie Jack Li、James J. Li、Jun Li、Ashok K. Trehan、Henry S. Wong、Subramanian Krishnananthan、Lawrence J. Kennedy、Qi Gao、Alicia Ng、Jeffrey A. Robl、Balu Balasubramanian、Bang-Chi Chen

  DOI：10.1021/ol8011748

  日期：2008.7.3

  Cyclodehydration using the Burgess reagent provided a novel approach toward the synthesis of N-bridged 5,6-bicylic pyridines including pyrolo-, imidazo-, and triazolopyridines under mild and neutral conditions. The methodology tolerates acid-sensitive functional groups. A novel addition product was observed between the resulting pyrrolo- or imidazopyridine and an additional equivalent of the Burgess reagent, producing the corresponding sulfonylcarbamate adduct.