4,10,16,22-Tetraphenyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosane-3,11,15,23-tetraone | 257890-39-4

• 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: 4,10,16,22-Tetraphenyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosane-3,11,15,23-tetraone
• 英文别名: 4,10,16,22-Tetraphenyl-1,7,13,19-tetraoxa-4,10,16,22-tetrazacyclotetracosane-3,11,15,23-tetrone
• CAS: 257890-39-4
• 化学式: C₄₀H₄₄N₄O₈
• 分子量: 708.811
• InChiKey: YXHXNHFNLWXAMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  52
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,10,16,22-Tetraphenyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosane-3,11,15,23-tetraone 在 硼烷四氢呋喃络合物 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 1,7,13,19-tetrakis(4-formylphenyl)-4,10,16,22-tetraoxa-1,7,13,19-tetraazacyclotetraeicosane
  参考文献：
  名称：

  Synthesis of some 24-membered tetralactam derivatives by an unexpectedly simple route, and some macrocyclic polyether dilactams

  摘要：

  An unexpected reaction of 1,5-bis(arylamino)-3-oxapentanes 4, 21 and 22 with diglycolyl dichloride gave 24-membered macrocyclic tetralactams 18, 23 and 24 respectively, in a reaction involving two molecules of each reactant (2:2 process). This was in contrast to closely related reactions of alpha,omega-bis(arylamino)alkylethers 5 and 6 with diglycolyl, triglycolyl and tetraglycolyl dichlorides which yielded the macrocycles 9-14 by reaction of one molecule of each reactant (1:1 process). The phenyl nuclei in 14 and 18 were formylated to give 34, 35 and 36. The aldehydes, 35 and 36 were condensed with a quinoxaline fluorophore to yield the diene 37 and the tetraene 38 respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00892-3
• 作为产物：
  描述：

  二甘醇酸二苯胺 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.0h， 生成 4,10,16,22-Tetraphenyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosane-3,11,15,23-tetraone
  参考文献：
  名称：

  Synthesis of some 24-membered tetralactam derivatives by an unexpectedly simple route, and some macrocyclic polyether dilactams

  摘要：

  An unexpected reaction of 1,5-bis(arylamino)-3-oxapentanes 4, 21 and 22 with diglycolyl dichloride gave 24-membered macrocyclic tetralactams 18, 23 and 24 respectively, in a reaction involving two molecules of each reactant (2:2 process). This was in contrast to closely related reactions of alpha,omega-bis(arylamino)alkylethers 5 and 6 with diglycolyl, triglycolyl and tetraglycolyl dichlorides which yielded the macrocycles 9-14 by reaction of one molecule of each reactant (1:1 process). The phenyl nuclei in 14 and 18 were formylated to give 34, 35 and 36. The aldehydes, 35 and 36 were condensed with a quinoxaline fluorophore to yield the diene 37 and the tetraene 38 respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00892-3

文献信息

• Synthesis of some 24-membered tetralactam derivatives by an unexpectedly simple route, and some macrocyclic polyether dilactams
  作者：Shohreh Ghorbanian、Lina K. Mehta、John Parrick、Craig H. Robson

  DOI：10.1016/s0040-4020(99)00892-3

  日期：1999.12

  An unexpected reaction of 1,5-bis(arylamino)-3-oxapentanes 4, 21 and 22 with diglycolyl dichloride gave 24-membered macrocyclic tetralactams 18, 23 and 24 respectively, in a reaction involving two molecules of each reactant (2:2 process). This was in contrast to closely related reactions of alpha,omega-bis(arylamino)alkylethers 5 and 6 with diglycolyl, triglycolyl and tetraglycolyl dichlorides which yielded the macrocycles 9-14 by reaction of one molecule of each reactant (1:1 process). The phenyl nuclei in 14 and 18 were formylated to give 34, 35 and 36. The aldehydes, 35 and 36 were condensed with a quinoxaline fluorophore to yield the diene 37 and the tetraene 38 respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.