(2S)-N-(32-aminodotriaconta-15,17-diynyl)-2-[(2S,3R,4R,5R)-5-butoxy-3,4-dihydroxyoxolan-2-yl]-2-hydroxyacetamide | 1100884-62-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S)-N-(32-aminodotriaconta-15,17-diynyl)-2-[(2S,3R,4R,5R)-5-butoxy-3,4-dihydroxyoxolan-2-yl]-2-hydroxyacetamide
• CAS: 1100884-62-5
• 化学式: C₄₂H₇₆N₂O₆
• 分子量: 705.075
• InChiKey: YOBZYILZOLRJMH-UBPSZCIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  50
• 可旋转键数：
  34
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  134
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-betainylthiazolidine-2-thione chloride 、 (2S)-N-(32-aminodotriaconta-15,17-diynyl)-2-[(2S,3R,4R,5R)-5-butoxy-3,4-dihydroxyoxolan-2-yl]-2-hydroxyacetamide 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以55%的产率得到
  参考文献：
  名称：

  Synthesis of unsymmetrical saturated or diacetylenic cationic bolaamphiphiles

  摘要：

  This work presents the synthesis of novel unsymmetrical bolaamphiphiles bearing a sugar residue and a cationic glycine betaine moiety connected to both ends of a C-22 or C-32 oligomethylene bridging chain possessing or not a diacetylenic unit. Preliminary transmission electron microscopy (TEM) studies revealed the polymorphism of these bola lipids with regard to their self-assembled morphologies in water depending on the presence or not of the diacetylenic functionality and on alkyl chain length. (C) 2008 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.073
• 作为产物：
  描述：

  (2R,3R,3aR,6S,6aR)-2-butoxy-3,6-dihydroxy-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one 、 Dotriaconta-15,17-diyne-1,32-diamine 以 甲醇 、 氯仿 为溶剂， 反应 18.0h， 以41%的产率得到(2S)-N-(32-aminodotriaconta-15,17-diynyl)-2-[(2S,3R,4R,5R)-5-butoxy-3,4-dihydroxyoxolan-2-yl]-2-hydroxyacetamide
  参考文献：
  名称：

  Synthesis of unsymmetrical saturated or diacetylenic cationic bolaamphiphiles

  摘要：

  This work presents the synthesis of novel unsymmetrical bolaamphiphiles bearing a sugar residue and a cationic glycine betaine moiety connected to both ends of a C-22 or C-32 oligomethylene bridging chain possessing or not a diacetylenic unit. Preliminary transmission electron microscopy (TEM) studies revealed the polymorphism of these bola lipids with regard to their self-assembled morphologies in water depending on the presence or not of the diacetylenic functionality and on alkyl chain length. (C) 2008 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.073