(3,4,5-Triaza-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-ylmethyl)-phosphonic acid diethyl ester | 165274-16-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (3,4,5-Triaza-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-ylmethyl)-phosphonic acid diethyl ester
• CAS: 165274-16-8
• 化学式: C₁₂H₂₀N₃O₃P
• 分子量: 285.283
• InChiKey: LZNMTNDCIUOVIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  63.49
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3,4,5-Triaza-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-ylmethyl)-phosphonic acid diethyl ester 以92%的产率得到(3-Aza-tricyclo[3.2.1.0^2,4]oct-6-en-3-ylmethyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  1,3-Dipolar Cycloadditions of Azidoalkylphosphonates to Enamines. Systhesis of D2-1,2,3-triazolines and Triazoles

  摘要：

  5-Amino-Delta 2-1,2,3-triazolines (3) and 1,2,3-triazoles (4) and (8) derived from aminoalkylphosphonates have been obtained in a regioselective fashion, by treating diethyl azidoalkylphosphonates (1) with enamines (2) and (6). Reaction of azidomethylphosphonate (1) with an excess of norbornadiene yields triazoline (10). This monoadduct undergoes nitrogen evolution and retro Diels-Alder reaction to give aziridine (11) and triazole (12), respectively.

  DOI：

  10.3987/com-94-s83
• 作为产物：
  描述：

  2,5-降冰片二烯 、 (叠氮基甲基)膦酸二乙酯 以 四氢呋喃 为溶剂， 以86%的产率得到(3,4,5-Triaza-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-ylmethyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  1,3-Dipolar Cycloadditions of Azidoalkylphosphonates to Enamines. Systhesis of D2-1,2,3-triazolines and Triazoles

  摘要：

  5-Amino-Delta 2-1,2,3-triazolines (3) and 1,2,3-triazoles (4) and (8) derived from aminoalkylphosphonates have been obtained in a regioselective fashion, by treating diethyl azidoalkylphosphonates (1) with enamines (2) and (6). Reaction of azidomethylphosphonate (1) with an excess of norbornadiene yields triazoline (10). This monoadduct undergoes nitrogen evolution and retro Diels-Alder reaction to give aziridine (11) and triazole (12), respectively.

  DOI：

  10.3987/com-94-s83