(2S,13S,24S)-2,6-cyclo-13,17-cyclo-24,28-cyclo-32-(benzyloxycarbonylamino)-6,11,17,22,28-pentaaza-12,23-dioxodotriacontanoic acid methyl ester | 350028-12-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S,13S,24S)-2,6-cyclo-13,17-cyclo-24,28-cyclo-32-(benzyloxycarbonylamino)-6,11,17,22,28-pentaaza-12,23-dioxodotriacontanoic acid methyl ester
• CAS: 350028-12-5
• 化学式: C₃₆H₅₈N₆O₆
• 分子量: 670.893
• InChiKey: IPFKTEMVBICKTN-CPCREDONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  48.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  132.55
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S,13S,24S)-2,6-cyclo-13,17-cyclo-24,28-cyclo-32-(benzyloxycarbonylamino)-6,11,17,22,28-pentaaza-12,23-dioxodotriacontanoic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 Petroleum ether 为溶剂， 50.0 ℃ 、1600.0 MPa 条件下， 反应 168.0h， 生成 (8S,19S,30S)-1,6,12,17,23,28-hexaazatetracyclo[28.3.0.0^8,12.0^19,23]triacontane-7,18,29-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
• 作为产物：
  描述：

  (2S)-N-(N'-(benzyloxycarbonyl)-4'-aminobutyl)-proline 、 methyl (2S)-1-[4-[[(2S)-1-(4-aminobutyl)pyrrolidine-2-carbonyl]amino]butyl]pyrrolidine-2-carboxylate 在 三乙胺 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到(2S,13S,24S)-2,6-cyclo-13,17-cyclo-24,28-cyclo-32-(benzyloxycarbonylamino)-6,11,17,22,28-pentaaza-12,23-dioxodotriacontanoic acid methyl ester
  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