2-propylcarbamoylpiperidine-1-carboxylic acid tert-butyl ester | 444992-96-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-propylcarbamoylpiperidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 2-(propylcarbamoyl)piperidine-1-carboxylate
• CAS: 444992-96-5
• 化学式: C₁₄H₂₆N₂O₃
• mdl: MFCD24391805
• 分子量: 270.372
• InChiKey: UYZNTBMBBFZEIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-propylcarbamoylpiperidine-1-carboxylic acid tert-butyl ester 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 48.0h， 生成 1-(cyanomethyl)piperidine-2-carboxylic acid propylamide
  参考文献：
  名称：

  Photocatalyzed [2 + 2 + 2]-Cycloaddition of Nitriles with Acetylene:  An Effective Method for the Synthesis of 2-Pyridines under Mild Conditions

  摘要：

  The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.

  DOI：

  10.1021/jo011032n
• 作为产物：
  描述：

  六氢吡啶-alpha-羧酸 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 66.5h， 生成 2-propylcarbamoylpiperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Photocatalyzed [2 + 2 + 2]-Cycloaddition of Nitriles with Acetylene:  An Effective Method for the Synthesis of 2-Pyridines under Mild Conditions

  摘要：

  The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.

  DOI：

  10.1021/jo011032n

文献信息

• Photocatalyzed [2 + 2 + 2]-Cycloaddition of Nitriles with Acetylene:  An Effective Method for the Synthesis of 2-Pyridines under Mild Conditions
  作者：Barbara Heller、Bernd Sundermann、Helmut Buschmann、Hans-Joachim Drexler、Jingsong You、Ulrike Holzgrabe、Eberhard Heller、Günther Oehme

  DOI：10.1021/jo011032n

  日期：2002.6.1

  The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.