19-amino-8,12-bis<(1,1-dimethylethoxy)carbonyl>-2,8,12,16-tetraazanonadecanoic acid 2,2,2-trichloroethyl ester | 139408-50-7

• 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: 19-amino-8,12-bis<(1,1-dimethylethoxy)carbonyl>-2,8,12,16-tetraazanonadecanoic acid 2,2,2-trichloroethyl ester
• 英文别名: tert-butyl N-[3-(3-aminopropylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonyl-[5-(2,2,2-trichloroethoxycarbonylamino)pentyl]amino]propyl]carbamate
• CAS: 139408-50-7
• 化学式: C₂₇H₅₂Cl₃N₅O₆
• 分子量: 649.099
• InChiKey: GBOPHMCXIMSIMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  41.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  135.46
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  19-amino-8,12-bis<(1,1-dimethylethoxy)carbonyl>-2,8,12,16-tetraazanonadecanoic acid 2,2,2-trichloroethyl ester 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 potassium fluoride 、 N-羟基丁二酰亚胺 、 Celite 、 ammonium acetate 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 27.25h， 生成 11,15-bis<(1,1-dimethylethoxy)carbonyl>-1-<1-<(1,1-dimethylethoxy)carbonyl>-1H-indol-3-yl>-N,N,N-trimethyl-2-oxo-3,7,11,15-tetraazaeicosan-20-aminium iodide
  参考文献：
  名称：

  Novel quaternary ammonium salt-containing polyamines from the Agelenopsis aperta funnel-web spider

  摘要：

  Two novel hydroxylamine-containing acylpolyamines, Agel 489a and Agel 505a, each bearing a terminal quaternary ammonium salt, were isolated from the venom of Agelenopsis aperta, a funnel-web spider found throughout the western United States. Published structures for these compounds were not consistent with our spectral data. On the basis of fast-atom bombardment (FAB) mass spectrometry and H-1 and C-13 NMR spectra, novel structures for Agel 489a and 505a are proposed. These structural assignments are confirmed by the total synthesis of Agel 489a.

  DOI：

  10.1021/jo00032a039
• 作为产物：
  描述：

  在 potassium fluoride 、 Celite 、 肼 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 51.0h， 生成 19-amino-8,12-bis<(1,1-dimethylethoxy)carbonyl>-2,8,12,16-tetraazanonadecanoic acid 2,2,2-trichloroethyl ester
  参考文献：
  名称：

  Novel quaternary ammonium salt-containing polyamines from the Agelenopsis aperta funnel-web spider

  摘要：

  Two novel hydroxylamine-containing acylpolyamines, Agel 489a and Agel 505a, each bearing a terminal quaternary ammonium salt, were isolated from the venom of Agelenopsis aperta, a funnel-web spider found throughout the western United States. Published structures for these compounds were not consistent with our spectral data. On the basis of fast-atom bombardment (FAB) mass spectrometry and H-1 and C-13 NMR spectra, novel structures for Agel 489a and 505a are proposed. These structural assignments are confirmed by the total synthesis of Agel 489a.

  DOI：

  10.1021/jo00032a039