1,7-dimethyl-1,7,13-triaza-4,10,16-trioxacyclooctadecane | 94224-91-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,7-dimethyl-1,7,13-triaza-4,10,16-trioxacyclooctadecane
• 英文别名: 4,10-Dimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane
• CAS: 94224-91-6
• 化学式: C₁₄H₃₁N₃O₃
• 分子量: 289.418
• InChiKey: HOLQCBIXMLPSIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,7-dimethyl-1,7,13-triaza-4,10,16-trioxacyclooctadecane 在 盐酸 、 triazabicyclodecene 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 (2S,8S)-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-2-<<<2-(7,13-dimethyl-1,7,13-triaza-4,10,16-trioxacyclooctadecyl)ethyl>thio>methyl>-3,4,6,7,8,9-hexahydro-2H-pyrimido<1,2-a>pyrimidine tetraacetate salt
  参考文献：
  名称：

  Molecular Recognition and Phase Transfer of Underivatized Amino Acids by a Foldable Artificial Host

  摘要：

  A novel molecular host 5 for amino acid zwitterions is described. The covalent connection of a chiral bicyclic guanidinium salt as an anchor function for the carboxylate and a triaza-crown ether as an ammonium binding moiety in combination with a strongly hydrophobic silyl ether serves to complex and transfer amino acids from water into dichloromethane with unprecedented efficiency. Quantitation of the extraction process by radiometry revealed a clean 1:1 stoichiometry and gives evidence for the zwitterion as the species undergoing phase transfer. Even small hydrophilic (Ser, Gly) but no charged amino acids were extracted better by factors up to 3000-fold than by a previously reported host of similar design (Galan, A.; Andreu, D.; Echavarren, A. M.; Prados, P.; de Mendoza, J. J. Am. Chem. Sec. 1992, 114, 1511-1512). Some enantioselection in the transfer of phenylalanine was observed (40% ee).

  DOI：

  10.1021/jo951436d
• 作为产物：
  描述：

  4,10-dimethyl-16-(4-methylphenyl)sulfonyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane 在 氢溴酸 、 溶剂黄146 、 苯酚 作用下， 以85%的产率得到1,7-dimethyl-1,7,13-triaza-4,10,16-trioxacyclooctadecane
  参考文献：
  名称：

  非生物双位受体分子的合成

  摘要：

  描述了对位宿主分子1的合成，其与简单的铵盐相比优先结合氨基羧酸盐。

  DOI：

  10.1016/s0040-4039(01)81438-6

文献信息

• [EN] BICYCLIC PEPTIDE LIGAND STING CONJUGATES AND USES THEREOF<br/>[FR] CONJUGUÉS LIGANDS PEPTIDIQUES BICYCLIQUES ET LEURS UTILISATIONS
  申请人：BICYCLERD LTD

  公开号：WO2019034866A1

  公开（公告）日：2019-02-21

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用方法。
• Tetazac: a novel artificial receptor for binding .omega.-amino carboxylates
  作者：F. P. Schmidtchen

  DOI：10.1021/jo00376a021

  日期：1986.12
• SCHMIDTCHEN, F. P., TETRAHEDRON LETT., 1984, 25, N 39, 4361-4364
  作者：SCHMIDTCHEN, F. P.

  DOI：——

  日期：——
• Molecular Recognition and Phase Transfer of Underivatized Amino Acids by a Foldable Artificial Host
  作者：Axel Metzger、Karsten Gloe、Holger Stephan、Franz P. Schmidtchen

  DOI：10.1021/jo951436d

  日期：1996.1.1

  A novel molecular host 5 for amino acid zwitterions is described. The covalent connection of a chiral bicyclic guanidinium salt as an anchor function for the carboxylate and a triaza-crown ether as an ammonium binding moiety in combination with a strongly hydrophobic silyl ether serves to complex and transfer amino acids from water into dichloromethane with unprecedented efficiency. Quantitation of the extraction process by radiometry revealed a clean 1:1 stoichiometry and gives evidence for the zwitterion as the species undergoing phase transfer. Even small hydrophilic (Ser, Gly) but no charged amino acids were extracted better by factors up to 3000-fold than by a previously reported host of similar design (Galan, A.; Andreu, D.; Echavarren, A. M.; Prados, P.; de Mendoza, J. J. Am. Chem. Sec. 1992, 114, 1511-1512). Some enantioselection in the transfer of phenylalanine was observed (40% ee).
• Synthesis of an abiotic ditopic receptor molecule
  作者：F.P. Schmidtchen

  DOI：10.1016/s0040-4039(01)81438-6

  日期：1984.1

  The synthesis of the ditopic host molecule 1 is described, which binds aminocarboxylates with preference over simple ammonium salts.

  描述了对位宿主分子1的合成，其与简单的铵盐相比优先结合氨基羧酸盐。