1-isopropoxyoctahydro-[1,3,2]diazaphospholo[1,5-a]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-isopropoxyoctahydro-[1,3,2]diazaphospholo[1,5-a]pyridine
• 英文别名: 1-propan-2-yloxy-3,3a,4,5,6,7-hexahydro-2H-[1,3,2]diazaphospholo[1,5-a]pyridine
• 化学式: C₉H₁₉N₂OP
• 分子量: 202.236
• InChiKey: DYSAPJBZRSQGGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isopropoxyoctahydro-[1,3,2]diazaphospholo[1,5-a]pyridine 、 1-(氯甲基)-4-硝基苯 在 cerium(III) chloride heptahydrate 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以92%的产率得到1-(4-nitrobenzyl)octahydro-[1,3,2]diazaphospholo[1,5-a]pyridine-1-oxide
  参考文献：
  名称：

  CeCl3·7H2O: a highly efficient catalyst for the synthesis of 1-substituted-octahydro-[1,3,2]diazaphospholo[1,5-a]pyridine-1-oxide

  摘要：

  An efficient and simple protocol is reported for the synthesis of a new class of 1-substituted-octahydro[1,3,2]diazaphospholo[1,5-a]pyridine-1-oxides in good to excellent yield (88-95%) via Michaelis Arbuzov rearrangement. Condensation of diamido phosphite with various halides at 60 degrees C using CeCl3 center dot 7H(2)O as a highly efficient catalyst afforded the products within a short period of reaction time. This procedure is mild, efficient, and non-toxic and stability of the catalyst is the merit of this process. Therefore, this protocol being environmentally benign and efficient, serves as an alternative procedure for the preparation of the title compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.115
• 作为产物：
  描述：

  2-氨甲基哌啶 在 三乙胺 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-isopropoxyoctahydro-[1,3,2]diazaphospholo[1,5-a]pyridine
  参考文献：
  名称：

  CeCl3·7H2O: a highly efficient catalyst for the synthesis of 1-substituted-octahydro-[1,3,2]diazaphospholo[1,5-a]pyridine-1-oxide

  摘要：

  An efficient and simple protocol is reported for the synthesis of a new class of 1-substituted-octahydro[1,3,2]diazaphospholo[1,5-a]pyridine-1-oxides in good to excellent yield (88-95%) via Michaelis Arbuzov rearrangement. Condensation of diamido phosphite with various halides at 60 degrees C using CeCl3 center dot 7H(2)O as a highly efficient catalyst afforded the products within a short period of reaction time. This procedure is mild, efficient, and non-toxic and stability of the catalyst is the merit of this process. Therefore, this protocol being environmentally benign and efficient, serves as an alternative procedure for the preparation of the title compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.115