1,6,10-triazacyclopentadecane [4,4,4] | 35765-19-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,6,10-triazacyclopentadecane [4,4,4]
• 英文别名: 1,6,11-triazacyclopentadecane
• CAS: 35765-19-6
• 化学式: C₁₂H₂₇N₃
• 分子量: 213.366
• InChiKey: IDDLJNIBBDWAMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  332.6±10.0 °C(Predicted)
• 密度：
  0.839±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  zinc(II) chloride 、 1,6,10-triazacyclopentadecane [4,4,4] 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and characterization of 1,6,11-triazacyclopentadecane and its zinc(II) complex

  摘要：

  A new triazamacrocycle, 1,6,11-triazacyclopentadecane (tacpd), has been synthesized and its complexation behaviors toward nickel(II), copper(II) and zinc(II) ions have been examined. tacpd formed a Zn(II) complex of the composition Zn3(tacpd)2Cl6 but no discrete complexes with Ni(II) and Cu(II) ions. The H-1 and C-13 NMR spectra indicated that the zinc complex is stable in N,N-dimethylformamide and formulated as [Zn(tacpd)Cl]2[ZnCl4] in which [Zn(tacpd)Cl]+ assumes a tetrahedral structure formed by the chloride ion and three nitrogens of tacpd.

  DOI：

  10.1016/s0020-1693(00)85071-9
• 作为产物：
  描述：

  1,6,11-tris-(2-(trimethylsilyl)ethanesulfonyl)-1,6,11-triazacyclopentadecane [4,4,4] 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到1,6,10-triazacyclopentadecane [4,4,4]
  参考文献：
  名称：

  A practical method for building linear and cyclic triamines from (2-trimethylsilyl)ethanesulfonamides (SES-amides)

  摘要：

  SES-chloride has been obtained in higher yield and purity by improving Weinreb's original procedure, allowing efficient access to the primary SES-amide. Linear triamines can be built conveniently from the SES-amide in high yields, with the potential for orthogonal protection. The modified Richman-Atkins cyclisation of SES-amides allows access to novel biologically interesting triazamacrocycles with combinations of three-, four-, five- and six-carbon bridges within the ring. Purification of the free macrocyclic amines by distillation greatly simplifies the workup, increasing the practicability of multi-gram scale synthesis. Although CsF sometimes provided undesirably low yields in the deprotection step, alternative fluoride sources were found to be unsuitable for the deprotection of SES-triazamacrocycles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.067

文献信息

• A practical method for building linear and cyclic triamines from (2-trimethylsilyl)ethanesulfonamides (SES-amides)
  作者：Laurie L Parker、Nicholas D Gowans、Stephen W Jones、David J Robins

  DOI：10.1016/j.tet.2003.10.067

  日期：2003.12

  SES-chloride has been obtained in higher yield and purity by improving Weinreb's original procedure, allowing efficient access to the primary SES-amide. Linear triamines can be built conveniently from the SES-amide in high yields, with the potential for orthogonal protection. The modified Richman-Atkins cyclisation of SES-amides allows access to novel biologically interesting triazamacrocycles with combinations of three-, four-, five- and six-carbon bridges within the ring. Purification of the free macrocyclic amines by distillation greatly simplifies the workup, increasing the practicability of multi-gram scale synthesis. Although CsF sometimes provided undesirably low yields in the deprotection step, alternative fluoride sources were found to be unsuitable for the deprotection of SES-triazamacrocycles. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of 1,6,11-triazacyclopentadecane and its zinc(II) complex
  作者：Kazuhiko Ida、Hisashi Ōkawa、Hiroshi Sakiyama、Masahito Kodera、Sigeo Kida、Ichiro Murase

  DOI：10.1016/s0020-1693(00)85071-9

  日期：1991.6

  A new triazamacrocycle, 1,6,11-triazacyclopentadecane (tacpd), has been synthesized and its complexation behaviors toward nickel(II), copper(II) and zinc(II) ions have been examined. tacpd formed a Zn(II) complex of the composition Zn3(tacpd)2Cl6 but no discrete complexes with Ni(II) and Cu(II) ions. The H-1 and C-13 NMR spectra indicated that the zinc complex is stable in N,N-dimethylformamide and formulated as [Zn(tacpd)Cl]2[ZnCl4] in which [Zn(tacpd)Cl]+ assumes a tetrahedral structure formed by the chloride ion and three nitrogens of tacpd.