(7S,17S,27S)-1,5,11,15,21,25-hexaazatetracyclo[25.3.0.0^7,11.0^17,21]triacontane-6,16,26-trione | 350028-15-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (7S,17S,27S)-1,5,11,15,21,25-hexaazatetracyclo[25.3.0.0^7,11.0^17,21]triacontane-6,16,26-trione
• 英文别名: (7S,17S,27S)-1,5,11,15,21,25-hexazatetracyclo[25.3.0.07,11.017,21]triacontane-6,16,26-trione
• CAS: 350028-15-8
• 化学式: C₂₄H₄₂N₆O₃
• 分子量: 462.636
• InChiKey: KNAAQBJBTUVKLR-ACRUOGEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  97
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (7S,17S,27S)-1,5,11,15,21,25-hexaazatetracyclo[25.3.0.0^7,11.0^17,21]triacontane-6,16,26-trione 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以70%的产率得到(7S,17S,27S)-1,5,11,15,21,25-hexaazatetracyclo[25.3.0.0^7,11.0^17,21]triacontane
  参考文献：
  名称：

  The synthesis of l-proline derived hexaazamacrocyclic ligands of C3 symmetry via intramolecular methyl ester aminolysis

  摘要：

  A convenient synthesis of enantiomerically pure 18-, 21-. and 24-membered hexaaza-crown ligands is presented. Linear alpha,omega -aminoesters, prepared from L-proline, undergo intramolecular aminolysis to afford the corresponding 18-, 21-, and 24-membered macrocyclic amides in satisfactory yields (42, 65. and 22%, respectively). These were subsequently transformed into the title macrocyclic hexamines via exhaustive reduction with a borane-dimethylsulfide complex. X-Ray structures of two larger macrocyclic amides are also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00068-4
• 作为产物：
  描述：

  methyl (2S)-1-[3-[[(2S)-1-(3-aminopropyl)pyrrolidine-2-carbonyl]amino]propyl]pyrrolidine-2-carboxylate 在 palladium on activated charcoal 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2160.0h， 生成 (7S,17S,27S)-1,5,11,15,21,25-hexaazatetracyclo[25.3.0.0^7,11.0^17,21]triacontane-6,16,26-trione
  参考文献：
  名称：

  The synthesis of l-proline derived hexaazamacrocyclic ligands of C3 symmetry via intramolecular methyl ester aminolysis

  摘要：

  A convenient synthesis of enantiomerically pure 18-, 21-. and 24-membered hexaaza-crown ligands is presented. Linear alpha,omega -aminoesters, prepared from L-proline, undergo intramolecular aminolysis to afford the corresponding 18-, 21-, and 24-membered macrocyclic amides in satisfactory yields (42, 65. and 22%, respectively). These were subsequently transformed into the title macrocyclic hexamines via exhaustive reduction with a borane-dimethylsulfide complex. X-Ray structures of two larger macrocyclic amides are also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00068-4

文献信息

• The synthesis of l-proline derived hexaazamacrocyclic ligands of C3 symmetry via intramolecular methyl ester aminolysis
  作者：Michał Achmatowicz、Janusz Jurczak

  DOI：10.1016/s0957-4166(01)00068-4

  日期：2001.3

  A convenient synthesis of enantiomerically pure 18-, 21-. and 24-membered hexaaza-crown ligands is presented. Linear alpha,omega -aminoesters, prepared from L-proline, undergo intramolecular aminolysis to afford the corresponding 18-, 21-, and 24-membered macrocyclic amides in satisfactory yields (42, 65. and 22%, respectively). These were subsequently transformed into the title macrocyclic hexamines via exhaustive reduction with a borane-dimethylsulfide complex. X-Ray structures of two larger macrocyclic amides are also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.