benzyl 5-methoxy-2-(pyridin-2-yl)phenylcarbamate | 1519065-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: benzyl 5-methoxy-2-(pyridin-2-yl)phenylcarbamate
• 英文别名: benzyl N-(5-methoxy-2-pyridin-2-ylphenyl)carbamate
• CAS: 1519065-26-9
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: SGMCRROMUNSBGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(苄羰氧基)羟基胺 、 2-(4-甲氧基苯基)吡啶 在 tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate 、 silver carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以80%的产率得到benzyl 5-methoxy-2-(pyridin-2-yl)phenylcarbamate
  参考文献：
  名称：

  Rh(III)-Catalyzed C–H Amidation with N-Hydroxycarbamates: A New Entry to N-Carbamate-Protected Arylamines

  摘要：

  An unprecedented Rh(III)-catalyzed direct intermolecular C-H amidation with N-hydroxycarbamates has been developed. Different directing groups, such as pyridine, pyrimidine, pyrazole, and N-OMe oxime, can be employed in this C-H amidation process, providing valuable N-carbamate-protected arylamines (e.g., Cbz, Moz, Ac, Boc, and Fmoc). More importantly, this process may afford a new avenue for intermolecular C-H amidation where readily available N-hydroxycarbamates can be used as the nitrogen source

  DOI：

  10.1021/ol403477w

文献信息

• Rh(III)-Catalyzed C–H Amidation with <i>N</i>-Hydroxycarbamates: A New Entry to <i>N</i>-Carbamate-Protected Arylamines
  作者：Bing Zhou、Juanjuan Du、Yaxi Yang、Huijin Feng、Yuanchao Li

  DOI：10.1021/ol403477w

  日期：2014.1.17

  An unprecedented Rh(III)-catalyzed direct intermolecular C-H amidation with N-hydroxycarbamates has been developed. Different directing groups, such as pyridine, pyrimidine, pyrazole, and N-OMe oxime, can be employed in this C-H amidation process, providing valuable N-carbamate-protected arylamines (e.g., Cbz, Moz, Ac, Boc, and Fmoc). More importantly, this process may afford a new avenue for intermolecular C-H amidation where readily available N-hydroxycarbamates can be used as the nitrogen source