methyl 3-azidobutanoate | 1393818-97-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-azidobutanoate
• CAS: 1393818-97-7；480443-06-9
• 化学式: C₅H₉N₃O₂
• 分子量: 143.145
• InChiKey: CUASBZHYQZLWLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-溴基-1-丙烯 、 methyl 3-azidobutanoate 在 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  Synthesis of 1,2,3,6-Tetrahydropyridines via Aminophosphate Enabled Anionic Cascade and Acid Catalyzed Cyclization Approaches

  摘要：

  Two new approaches for forming 1,2,3,6-tetrahydropyridines are reported. Both reactions employ a strategic phosphate substituent on e nitrogen atom. In the presence of an additional phosphate substituent (X = P = 0(OEt)(2)) an anionic cascade can by triggered upon treatment with base. Alternatively, when X = H the same 1,2,3,6-tetrahydropyridine product can be accessed via an acid catalyzed cyclization.

  DOI：

  10.1021/acs.orglett.5b01937
• 作为产物：
  描述：

  巴豆酸甲酯 在 叠氮基三甲基硅烷 作用下， 以 neat (no solvent) 为溶剂， 反应 96.0h， 以27%的产率得到methyl 3-azidobutanoate
  参考文献：
  名称：

  A Protocol for Accessing the β-Azidation of α,β-Unsaturated Carboxylic Acids

  摘要：

  This contribution reports the preparation and use of a new immobilized catalyst, PS-DABCOF (9), which has been specifically designed to access for the first time the efficient beta-azidation of alpha,beta-unsaturated carboxylic acids.

  DOI：

  10.1021/ol302069h

文献信息

• A Protocol for Accessing the β-Azidation of α,β-Unsaturated Carboxylic Acids
  作者：Tommaso Angelini、Simona Bonollo、Daniela Lanari、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1021/ol302069h

  日期：2012.9.7

  This contribution reports the preparation and use of a new immobilized catalyst, PS-DABCOF (9), which has been specifically designed to access for the first time the efficient beta-azidation of alpha,beta-unsaturated carboxylic acids.
• Synthesis of 1,2,3,6-Tetrahydropyridines via Aminophosphate Enabled Anionic Cascade and Acid Catalyzed Cyclization Approaches
  作者：Pradipta Das、Jon T. Njardarson

  DOI：10.1021/acs.orglett.5b01937

  日期：2015.8.21

  Two new approaches for forming 1,2,3,6-tetrahydropyridines are reported. Both reactions employ a strategic phosphate substituent on e nitrogen atom. In the presence of an additional phosphate substituent (X = P = 0(OEt)(2)) an anionic cascade can by triggered upon treatment with base. Alternatively, when X = H the same 1,2,3,6-tetrahydropyridine product can be accessed via an acid catalyzed cyclization.