4,8-diaza-3,3,6,6,9,9-hexamethyl-undeca-2,10-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,8-diaza-3,3,6,6,9,9-hexamethyl-undeca-2,10-dione
• 英文别名: 3-[[2,2-Dimethyl-3-[(2-methyl-3-oxobutan-2-yl)amino]propyl]amino]-3-methylbutan-2-one；3-[[2,2-dimethyl-3-[(2-methyl-3-oxobutan-2-yl)amino]propyl]amino]-3-methylbutan-2-one
• 化学式: C₁₅H₃₀N₂O₂
• 分子量: 270.415
• InChiKey: WZFGDJAJZVMNSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,8-diaza-3,3,6,6,9,9-hexamethyl-undeca-2,10-dione 在 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以90%的产率得到3,3,6,6,9,9-六甲基-4,8-二氮杂十一烷-2,10-二酮二肟
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9
• 作为产物：
  描述：

  二甲基丙二胺 、 3-溴-3-甲基-2-丁酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以88%的产率得到4,8-diaza-3,3,6,6,9,9-hexamethyl-undeca-2,10-dione
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9

文献信息

• Complexes of technetium-99m with alkylene amine oximes
  申请人：AMERSHAM INTERNATIONAL plc

  公开号：EP0123504B1

  公开（公告）日：1989-09-20
• An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies
  作者：Palaniappa Nanjappan、Natarajan Raju、Kondareddiar Ramalingam、David P. Nowotnik

  DOI：10.1016/s0040-4020(01)85336-9

  日期：1994.1

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.