Tert-butyl 4-[3-[1-[4,6-bis[4-[3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propyl]piperidin-1-yl]-1,3,5-triazin-2-yl]piperidin-4-yl]propyl]piperidine-1-carboxylate | 1224207-00-4

• 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: Tert-butyl 4-[3-[1-[4,6-bis[4-[3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propyl]piperidin-1-yl]-1,3,5-triazin-2-yl]piperidin-4-yl]propyl]piperidine-1-carboxylate
• 英文别名: tert-butyl 4-[3-[1-[4,6-bis[4-[3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propyl]piperidin-1-yl]-1,3,5-triazin-2-yl]piperidin-4-yl]propyl]piperidine-1-carboxylate
• CAS: 1224207-00-4
• 化学式: C₅₇H₉₉N₉O₆
• 分子量: 1006.47
• InChiKey: UOUMAUYYEKJEBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  72
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  137
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[3-[1-[4,6-bis[4-[3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propyl]piperidin-1-yl]-1,3,5-triazin-2-yl]piperidin-4-yl]propyl]piperidine-1-carboxylate 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以100%的产率得到2,4,6-Tris[4-(3-piperidin-4-ylpropyl)piperidin-1-yl]-1,3,5-triazine
  参考文献：
  名称：

  Divergent synthesis of triazine dendrimers using a trimethylene-dipiperidine linker that increases efficiency, simplifies analysis, and improves product solubility

  摘要：

  To combine benefits stemming from the high nucleophilicity of piperidine and the flexibility afforded by aliphatic triamine linkers, a trimethylene-dipiperidine linker has been used to synthesize triazine dendrimers using a divergent route. The cyclic, secondary amine of the linker reacts with monochlorotriazine monomer units, 1, leading to a dendrimer growth strategy that requires two-steps-per-generation. This strategy reduces the number of steps required for synthesis by 50%. The new linker also reduces complexity in the NMR spectra because rotational isomerism observed in linkers with primary amines is not present. In addition, the final products contain no interior hydrogen-bond donating groups. The high solubility observed in organic solvents for protected dendrimers is attributed to this factor and the inherent flexibility provided by the linker. Gas phase Simulation suggests that globular structure emerges after generation three, whereafter the core of the dendrimer is effectively shielded from solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.048
• 作为产物：
  描述：

  三聚氯氰 、 tert-butyl 4-(3-(piperidin-4-yl)propyl)piperidine-1-carboxylate 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到Tert-butyl 4-[3-[1-[4,6-bis[4-[3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propyl]piperidin-1-yl]-1,3,5-triazin-2-yl]piperidin-4-yl]propyl]piperidine-1-carboxylate
  参考文献：
  名称：

  Divergent synthesis of triazine dendrimers using a trimethylene-dipiperidine linker that increases efficiency, simplifies analysis, and improves product solubility

  摘要：

  To combine benefits stemming from the high nucleophilicity of piperidine and the flexibility afforded by aliphatic triamine linkers, a trimethylene-dipiperidine linker has been used to synthesize triazine dendrimers using a divergent route. The cyclic, secondary amine of the linker reacts with monochlorotriazine monomer units, 1, leading to a dendrimer growth strategy that requires two-steps-per-generation. This strategy reduces the number of steps required for synthesis by 50%. The new linker also reduces complexity in the NMR spectra because rotational isomerism observed in linkers with primary amines is not present. In addition, the final products contain no interior hydrogen-bond donating groups. The high solubility observed in organic solvents for protected dendrimers is attributed to this factor and the inherent flexibility provided by the linker. Gas phase Simulation suggests that globular structure emerges after generation three, whereafter the core of the dendrimer is effectively shielded from solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.048

文献信息

• Divergent synthesis of triazine dendrimers using a trimethylene-dipiperidine linker that increases efficiency, simplifies analysis, and improves product solubility
  作者：Meredith A. Mintzer、Lisa M. Perez、Eric E. Simanek

  DOI：10.1016/j.tetlet.2009.12.048

  日期：2010.3

  To combine benefits stemming from the high nucleophilicity of piperidine and the flexibility afforded by aliphatic triamine linkers, a trimethylene-dipiperidine linker has been used to synthesize triazine dendrimers using a divergent route. The cyclic, secondary amine of the linker reacts with monochlorotriazine monomer units, 1, leading to a dendrimer growth strategy that requires two-steps-per-generation. This strategy reduces the number of steps required for synthesis by 50%. The new linker also reduces complexity in the NMR spectra because rotational isomerism observed in linkers with primary amines is not present. In addition, the final products contain no interior hydrogen-bond donating groups. The high solubility observed in organic solvents for protected dendrimers is attributed to this factor and the inherent flexibility provided by the linker. Gas phase Simulation suggests that globular structure emerges after generation three, whereafter the core of the dendrimer is effectively shielded from solvent. (C) 2009 Elsevier Ltd. All rights reserved.