6,22-dicyclohexyl-1,3,9,11,17,19,25,27-octamethyl-6,7,14,15,22,23,30,31-octahydro-5H,13H,21H,29H-tetrabenzo[f,k,r,w][1,5,13,17]tetraoxa[9,21]diazacyclotetracosine | 1178550-42-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,22-dicyclohexyl-1,3,9,11,17,19,25,27-octamethyl-6,7,14,15,22,23,30,31-octahydro-5H,13H,21H,29H-tetrabenzo[f,k,r,w][1,5,13,17]tetraoxa[9,21]diazacyclotetracosine
• CAS: 1178550-42-9
• 化学式: C₅₄H₇₄N₂O₄
• 分子量: 815.193
• InChiKey: OEALTGNUACMBFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.83
• 重原子数：
  60.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  43.4
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1,3-丙二醇-二-间-甲苯磺酸盐 、 2-[[环己基-[(2-羟基-3,5-二甲基苯基)甲基]氨基]甲基]-4,6-二甲基苯酚 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以68%的产率得到6,22-dicyclohexyl-1,3,9,11,17,19,25,27-octamethyl-6,7,14,15,22,23,30,31-octahydro-5H,13H,21H,29H-tetrabenzo[f,k,r,w][1,5,13,17]tetraoxa[9,21]diazacyclotetracosine
  参考文献：
  名称：

  Selective crown ether based macrocyclization: a model case study from N,N-bis(2-hydroxyalkylbenzyl)alkylamine

  摘要：

  A model case of selective crown ether based macrocycles, i.e., [1+1] or [2+2] macrocycles, obtained from a simple reaction of N,N-bis(2-hydroxyalkylbenzyl)alkylamine, HBA, and ditosylated compounds is proposed. For HBA with the methyl group at ortho and para positions, and at N atom, 1, the reaction between this derivative and the ditosylated compound with three, four, five, or eight atom chain length gives only a [1+1] macrocycle. For HBA with the methyl group at ortho and para positions, but a cyclohexyl group at N atom, 2, the reaction gives both [1+1] and [2+2] macrocyclic types when reacting with the ditosylated compound. The present work indicates that the structure of HBA induces selective macrocyclization to provide both [1+1] and [2+2] macrocycles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.093