3-(2-hydroxy-2-(4-methoxyphenyl)ethyl)-2-[(tert-butoxycarbonyl)amino]pyridine | 1005337-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-hydroxy-2-(4-methoxyphenyl)ethyl)-2-[(tert-butoxycarbonyl)amino]pyridine
• 英文别名: tert-butyl N-[3-[2-hydroxy-2-(4-methoxyphenyl)ethyl]pyridin-2-yl]carbamate
• CAS: 1005337-41-6
• 化学式: C₁₉H₂₄N₂O₄
• 分子量: 344.411
• InChiKey: DQMZSPJRVZSHLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  80.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxy-2-(4-methoxyphenyl)ethyl)-2-[(tert-butoxycarbonyl)amino]pyridine 在 ammonium chloride 作用下， 以 四氢呋喃 、 水 、 正戊烷 为溶剂， 反应 0.5h， 生成 3-(2-oxo-2-(4-methoxyphenyl)ethyl)-2-[(tert-butoxycarbonyl)amino]pyridine
  参考文献：
  名称：

  Synthesis of 2-substituted-7-azaindoles from 2-amino-3-picolin

  摘要：

  An easy route to the synthesis of 2-substituted-7-azaindole derivatives has been developed. The carbinol intermediate dissolved in DMF undergoes cyclization upon treatment with sodium hydride, trifluoroacetic anhydride, and trifluoroacetic acid at 120 degrees C in a straightforward and one-pot step. An alternative methodology using (CF3SO2)(2)O in acetonitrile in basic media followed by the addition of CF3COOH affords the expected 2-substituted azaindole in best yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.011
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 2-(BOC-氨基)-3-甲基吡啶 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 16.0h， 以82%的产率得到3-(2-hydroxy-2-(4-methoxyphenyl)ethyl)-2-[(tert-butoxycarbonyl)amino]pyridine
  参考文献：
  名称：

  Synthesis of 2-substituted-7-azaindoles from 2-amino-3-picolin

  摘要：

  An easy route to the synthesis of 2-substituted-7-azaindole derivatives has been developed. The carbinol intermediate dissolved in DMF undergoes cyclization upon treatment with sodium hydride, trifluoroacetic anhydride, and trifluoroacetic acid at 120 degrees C in a straightforward and one-pot step. An alternative methodology using (CF3SO2)(2)O in acetonitrile in basic media followed by the addition of CF3COOH affords the expected 2-substituted azaindole in best yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.011

文献信息

• Synthesis of 2-substituted-7-azaindoles from 2-amino-3-picolin
  作者：Javier Parcerisa、Manel Romero、Maria Dolors Pujol

  DOI：10.1016/j.tet.2007.11.011

  日期：2008.1

  An easy route to the synthesis of 2-substituted-7-azaindole derivatives has been developed. The carbinol intermediate dissolved in DMF undergoes cyclization upon treatment with sodium hydride, trifluoroacetic anhydride, and trifluoroacetic acid at 120 degrees C in a straightforward and one-pot step. An alternative methodology using (CF3SO2)(2)O in acetonitrile in basic media followed by the addition of CF3COOH affords the expected 2-substituted azaindole in best yields. (c) 2007 Elsevier Ltd. All rights reserved.