7,15,23-Trimethyl-3,11,19-tris(prop-2-enyl)-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 | 301152-65-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 7,15,23-Trimethyl-3,11,19-tris(prop-2-enyl)-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
• CAS: 301152-65-8
• 化学式: C₃₆H₄₅N₃O₃
• 分子量: 567.772
• InChiKey: SHNLHIGFMNYNLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,15,23-Trimethyl-3,11,19-tris(prop-2-enyl)-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 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到7,15,23-Trimethyl-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：

  3-(氯甲基)-2-羟基-5-甲基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 75.0h， 生成 7,15,23-Trimethyl-3,11,19-tris(prop-2-enyl)-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

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.