2-[[[2-Hydroxy-5-methyl-3-[(2-methylpropylamino)methyl]phenyl]methyl-(2-methylpropyl)amino]methyl]-4-methyl-6-[(2-methylpropylamino)methyl]phenol | 301152-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[[[2-Hydroxy-5-methyl-3-[(2-methylpropylamino)methyl]phenyl]methyl-(2-methylpropyl)amino]methyl]-4-methyl-6-[(2-methylpropylamino)methyl]phenol
• CAS: 301152-68-1
• 化学式: C₃₀H₄₉N₃O₂
• 分子量: 483.738
• InChiKey: UEQCWMLLSFGYMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  67.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-双(氯甲基)-4-甲酚 、 2-[[[2-Hydroxy-5-methyl-3-[(2-methylpropylamino)methyl]phenyl]methyl-(2-methylpropyl)amino]methyl]-4-methyl-6-[(2-methylpropylamino)methyl]phenol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 以90%的产率得到7,15,23-Trimethyl-3,11,19-tris(2-methylpropyl)-3,11,19-triazatetracyclo[19.3.1.15,9.113,17]heptacosa-1(24),5,7,9(27),13(26),14,16,21(25),22-nonaene-25,26,27-triol
  参考文献：
  名称：

  A Convergent Synthesis of Hexahomotriazacalix[3]arene Macrocycles

  摘要：

  A new, convergent synthesis of hexahomotriazacalix[3] arenes la-e is described. The key transformation in this synthesis involves the coupling of the triamines 4a-d with 2,6-bis(chloromethyl)-4-methylphenol 5 and results in the formation of the hexahomotriazacalix[3] arenes 1a-d in 90-95% yield. The triamines 4a-d were constructed by the one-pot reaction of monochloroaldehyde 3 and a primary amine followed by reduction to yield the triamines 4a-d in 50-55% yield. Deallylation of macrocycle Id was accomplished by palladium catalysis to obtain the N-unsubstituted macrocycle le, which has the potential to be a precursor to a variety of N-substituted hexahomotriazacalix[3] arenes.

  DOI：

  10.1021/jo001094y
• 作为产物：
  描述：

  (2,2,6-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methanol 在 盐酸 、 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 2-[[[2-Hydroxy-5-methyl-3-[(2-methylpropylamino)methyl]phenyl]methyl-(2-methylpropyl)amino]methyl]-4-methyl-6-[(2-methylpropylamino)methyl]phenol
  参考文献：
  名称：

  A Convergent Synthesis of Hexahomotriazacalix[3]arene Macrocycles

  摘要：

  A new, convergent synthesis of hexahomotriazacalix[3] arenes la-e is described. The key transformation in this synthesis involves the coupling of the triamines 4a-d with 2,6-bis(chloromethyl)-4-methylphenol 5 and results in the formation of the hexahomotriazacalix[3] arenes 1a-d in 90-95% yield. The triamines 4a-d were constructed by the one-pot reaction of monochloroaldehyde 3 and a primary amine followed by reduction to yield the triamines 4a-d in 50-55% yield. Deallylation of macrocycle Id was accomplished by palladium catalysis to obtain the N-unsubstituted macrocycle le, which has the potential to be a precursor to a variety of N-substituted hexahomotriazacalix[3] arenes.

  DOI：

  10.1021/jo001094y

文献信息

• A Convergent Synthesis of Hexahomotriazacalix[3]arene Macrocycles
  作者：Panadda Chirakul、Philip D. Hampton、Zsolt Bencze

  DOI：10.1021/jo001094y

  日期：2000.12.1

  A new, convergent synthesis of hexahomotriazacalix[3] arenes la-e is described. The key transformation in this synthesis involves the coupling of the triamines 4a-d with 2,6-bis(chloromethyl)-4-methylphenol 5 and results in the formation of the hexahomotriazacalix[3] arenes 1a-d in 90-95% yield. The triamines 4a-d were constructed by the one-pot reaction of monochloroaldehyde 3 and a primary amine followed by reduction to yield the triamines 4a-d in 50-55% yield. Deallylation of macrocycle Id was accomplished by palladium catalysis to obtain the N-unsubstituted macrocycle le, which has the potential to be a precursor to a variety of N-substituted hexahomotriazacalix[3] arenes.