2,4,6,8,10,12-hexa(2-chlorophenylmethyl)-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.0^5,9.0^3,11]dodecane | 124782-20-3

• 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: 2,4,6,8,10,12-hexa(2-chlorophenylmethyl)-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.0^5,9.0^3,11]dodecane
• 英文别名: 2,4,6,8,10,12-Hexakis[(2-chlorophenyl)methyl]-2,4,6,8,10,12-hexazatetracyclo[5.5.0.03,11.05,9]dodecane
• CAS: 124782-20-3
• 化学式: C₄₈H₄₂Cl₆N₆
• 分子量: 915.62
• InChiKey: VRLTULNFFZIFRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,6,8,10,12-hexa(2-chlorophenylmethyl)-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.0^5,9.0^3,11]dodecane 在 双氧水 、 溶剂黄146 作用下， 反应 5.0h， 以45%的产率得到1,3-bis(2-chlorobenzyl)imidazolidine-2,4,5-trione
  参考文献：
  名称：

  六苄基六氮杂异纤锌矿型化合物的氧化绿色合成1,3-二苄基咪唑烷-2,4,5-三酮

  摘要：

  本文介绍了一种新颖且方便的制备1,3-二苄基咪唑烷-2,4,5-三酮的方法。该方法基于在乙酸中用过氧化氢对六苄基六氮杂异纤锌矿型结构烷烃进行多步氧化，从而以相对较高的收率得到标题化合物。

  DOI：

  10.1002/jhet.2831
• 作为产物：
  描述：

  草酸醛 、 邻氯苯甲胺 在 甲酸 作用下， 以 水 、 乙腈 为溶剂， 反应 18.0h， 以68%的产率得到2,4,6,8,10,12-hexa(2-chlorophenylmethyl)-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.0^5,9.0^3,11]dodecane
  参考文献：
  名称：

  Polyazapolycyclics by condensation of aldehydes with amines. 2. Formation of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05.9.03,11]dodecanes from glyoxal and benzylamines

  摘要：

  DOI：

  10.1021/jo00292a015

文献信息

• Studies of the synthesis, protonation and decomposition of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05,9.03,11]dodecane (HBIW)
  作者：Michael R. Crampton、Javed Hamid、Ross Millar、George Ferguson

  DOI：10.1039/p29930000923

  日期：——

  Reaction of glyoxal with benzylamine or with substituted benzylamines leads to the cage structure 3. The X-ray crystal structure of 3c formed from 4-chlorobenzylamine is reported. H-1 and C-13 NMR spectra of 3a-j have been measured. Changes in spectra in the presence of acid indicate successive reaction to give mono- and di-protonated species, 4 and 5 respectively, in which the added protons bridge two nitrogen atoms. The kinetics of the decomposition of 3a in aqueous acetonitrile are compatible with two competing pathways involving reaction of the protonated form with either water or more acid.
• Cage amines as the stopper inhibitors of cholinesterases
  作者：Gialih Lin、Hou-Jen Tsai、Yi-Hon Tsai

  DOI：10.1016/s0960-894x(03)00599-7

  日期：2003.9

  Cage amines 1-4 are potent peripheral anionic site-bound reversible inhibitors of both acetylcholinesterase and butyrylcholinesterase. Cage amines 1-3 are selective butyrylcholinesterase inhibitor versus acetylcholinesterase. For both enzymes, the -log K-i values linearly correlate with the difference of substituted phenyl radius of cage amines (-log K-i = 5.4 + 3.4Deltagamma for acetylcholinesterase, -log K-i = 5.9 + 3.2Deltagamma for butyrylcholinesterase). Moreover, the relationship between the enzymes and cage amines mimics that between bottles and stoppers. (C) 2003 Elsevier Ltd. All rights reserved.
• Green Synthesis of 1,3-Dibenzylimidazolidine-2,4,5-triones by Oxidation of Hexabenzylhexaazaisowurtzitanes
  作者：Ahmad Khorramabadi-zad、Mohammad Azadmanesh、Yadollah Bayat

  DOI：10.1002/jhet.2831

  日期：2017.7

  Herein, a novel and convenient procedure is described for the preparation of 1,3‐dibenzylimidazolidine‐2,4,5‐triones. This method is based on a multi‐stage oxidation of hexabenzylhexaazaisowurtzitanes by hydrogen peroxide in acetic acid, leading to the title compounds in relatively good yields.

  本文介绍了一种新颖且方便的制备1,3-二苄基咪唑烷-2,4,5-三酮的方法。该方法基于在乙酸中用过氧化氢对六苄基六氮杂异纤锌矿型结构烷烃进行多步氧化，从而以相对较高的收率得到标题化合物。
• Polyazapolycyclics by condensation of aldehydes with amines. 2. Formation of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05.9.03,11]dodecanes from glyoxal and benzylamines
  作者：Arnold T. Nielsen、Robin A. Nissan、David J. Vanderah、Clifford L. Coon、Richard D. Gilardi、Clifford F. George、Judith Flippen-Anderson

  DOI：10.1021/jo00292a015

  日期：1990.3