potassium;(7R,17R)-7,17-dimethyl-6,9,12,15,18-pentaoxa-25-azatetracyclo[21.3.1.05,26.019,24]heptacosa-1(27),2,4,19,21,23,25-heptaene-27-carboxylate | 1006702-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: potassium;(7R,17R)-7,17-dimethyl-6,9,12,15,18-pentaoxa-25-azatetracyclo[21.3.1.05,26.019,24]heptacosa-1(27),2,4,19,21,23,25-heptaene-27-carboxylate
• CAS: 1006702-28-8
• 化学式: C₂₄H₂₆NO₇*K
• 分子量: 479.571
• InChiKey: ANKUZMKAGJZDCH-QNBGGDODSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.65
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  potassium;(7R,17R)-7,17-dimethyl-6,9,12,15,18-pentaoxa-25-azatetracyclo[21.3.1.05,26.019,24]heptacosa-1(27),2,4,19,21,23,25-heptaene-27-carboxylate 在 氯化亚砜 作用下， 反应 0.75h， 生成
  参考文献：
  名称：

  Preparation of a new chiral acridino-18-crown-6 ether-based stationary phase for enantioseparation of racemic protonated primary aralkyl amines

  摘要：

  Starting from commercially available and relatively cheap chemicals first enantiopure dimethyl-substituted monoaza-18-crown-6 ether (R,R)-21 containing a diphenylamine unit was prepared, which was then transformed to dimethyl-substituted acridino-18-crown-6 ligand (R,R)-19 having an N-allyl-carbamoyl linker by several steps. The terminal double bond of the latter made possible to attach (R,R)19 to gamma-mercaptopropyl-functionalized spherical HPLC quality silica gel obtaining a new chiral stationary phase (R,R)-CSP-37. Based on electronic circular dichroism (ECD) studies the N-allyl-carbamoyl group attached to the acridine ring of the chiral host (R,R)-19 does weaken exciton interaction between the host and guest molecules, but does not destroy the discriminating power of the chiral host. An HPLC column filled with (R,R)-CSP-37 was tested for the en anti oseparation of racemic 1-(1-naphthyl)- and 1-(2-naphthyl)ethylamine hydrogenperchlorates using isocratic conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.056
• 作为产物：
  描述：

  (9R,19R)-9,19-dimethyl-8,11,14,17,20-pentaoxa-1-azatetracyclo[19.6.1.02,7.025,28]octacosa-2,4,6,21,23,25(28)-hexaene-26,27-dione 在 氢氧化钾 作用下， 反应 2.0h， 以90%的产率得到potassium;(7R,17R)-7,17-dimethyl-6,9,12,15,18-pentaoxa-25-azatetracyclo[21.3.1.05,26.019,24]heptacosa-1(27),2,4,19,21,23,25-heptaene-27-carboxylate
  参考文献：
  名称：

  Preparation of a new chiral acridino-18-crown-6 ether-based stationary phase for enantioseparation of racemic protonated primary aralkyl amines

  摘要：

  Starting from commercially available and relatively cheap chemicals first enantiopure dimethyl-substituted monoaza-18-crown-6 ether (R,R)-21 containing a diphenylamine unit was prepared, which was then transformed to dimethyl-substituted acridino-18-crown-6 ligand (R,R)-19 having an N-allyl-carbamoyl linker by several steps. The terminal double bond of the latter made possible to attach (R,R)19 to gamma-mercaptopropyl-functionalized spherical HPLC quality silica gel obtaining a new chiral stationary phase (R,R)-CSP-37. Based on electronic circular dichroism (ECD) studies the N-allyl-carbamoyl group attached to the acridine ring of the chiral host (R,R)-19 does weaken exciton interaction between the host and guest molecules, but does not destroy the discriminating power of the chiral host. An HPLC column filled with (R,R)-CSP-37 was tested for the en anti oseparation of racemic 1-(1-naphthyl)- and 1-(2-naphthyl)ethylamine hydrogenperchlorates using isocratic conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.056