1-imino-2-aza-spiro<5,11>heptadecan-7-one | 173030-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 1-imino-2-aza-spiro<5,11>heptadecan-7-one
• CAS: 173030-64-3
• 化学式: C₁₆H₂₈N₂O
• 分子量: 264.411
• InChiKey: JAHPBJHRGMDZJO-UHFFFAOYSA-N

物化性质

• 沸点：
  438.1±47.0 °C(predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.95
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 1-imino-2-aza-spiro<5,11>heptadecan-7-one 在 吡啶 作用下， 反应 12.0h， 以31 mg的产率得到N-(2-acetyl-7-oxo-2-azaspiro<5,11>heptadec-1-ylidene)-acetamide
  参考文献：
  名称：

  Samarium diiodide induced ring enlargement of azidocyclododecanones to various macrocyclic lactams

  摘要：

  The synthesis of 2-cyanocyclododecanones 3 a-c alpha-substituted by an azidoalkyl chain is described. Compounds 3a (n=3) and 3b (n=4) were treated with SmI2 to afford in one step, the macrocyclic lactams 4a and 4b via five- and six- membered rings, respectively. For comparison, these lactams were also synthesized from 3a-b by a standard procedure. The synthesis of the 23-membered ring lactam 4c from 3c (n=10) was then attempted by both methods.

  DOI：

  10.1016/0040-4020(95)00753-u
• 作为产物：
  描述：

  1-(3-hydroxypropyl)-2-oxo-cyclododecane-carbonitrile 在 sodium azide 、 samarium diiodide 、 四丁基溴化铵 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 26.67h， 生成 1-imino-2-aza-spiro<5,11>heptadecan-7-one
  参考文献：
  名称：

  Samarium diiodide induced ring enlargement of azidocyclododecanones to various macrocyclic lactams

  摘要：

  The synthesis of 2-cyanocyclododecanones 3 a-c alpha-substituted by an azidoalkyl chain is described. Compounds 3a (n=3) and 3b (n=4) were treated with SmI2 to afford in one step, the macrocyclic lactams 4a and 4b via five- and six- membered rings, respectively. For comparison, these lactams were also synthesized from 3a-b by a standard procedure. The synthesis of the 23-membered ring lactam 4c from 3c (n=10) was then attempted by both methods.

  DOI：

  10.1016/0040-4020(95)00753-u