tert-butyl 4-[3-(2-methoxypyridin-3-yl)-3-oxopropanoyl]phenylcarbamate | 1187578-50-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl 4-[3-(2-methoxypyridin-3-yl)-3-oxopropanoyl]phenylcarbamate
• CAS: 1187578-50-2
• 化学式: C₂₀H₂₂N₂O₅
• 分子量: 370.405
• InChiKey: UPXSWZUYPHHZFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  94.59
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[3-(2-methoxypyridin-3-yl)-3-oxopropanoyl]phenylcarbamate 在 吡啶盐酸盐 作用下， 以40%的产率得到2-(4-aminophenyl)-4H-pyrano[2,3-b]pyridin-4-one
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062
• 作为产物：
  描述：

  ethyl 2-methoxynicotinate 、 4-乙酰基苯基氨基甲酸叔丁酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 5.75h， 以79%的产率得到tert-butyl 4-[3-(2-methoxypyridin-3-yl)-3-oxopropanoyl]phenylcarbamate
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062