Benzene, [[(2S)-2,3-bis(tetradecyloxy)propoxy]methyl]- | 680219-98-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: Benzene, [[(2S)-2,3-bis(tetradecyloxy)propoxy]methyl]-
• 英文别名: (S)-1,2-bis-tetradecyloxy-3-O-benzylpropane
• CAS: 680219-98-1
• 化学式: C₃₈H₇₀O₃
• 分子量: 574.972
• InChiKey: GZUFURWAWJHNPE-LHEWISCISA-N

物化性质

• 沸点：
  626.6±45.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.01
• 重原子数：
  41.0
• 可旋转键数：
  33.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Benzene, [[(2S)-2,3-bis(tetradecyloxy)propoxy]methyl]- 在 palladium on activated charcoal 甲醇 、 四溴化碳 、 氢气 、 三苯基膦 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 90.0 ℃ 、344.75 kPa 条件下， 反应 74.0h， 生成 (R)-1,2-bis-tetradecyloxy-3-(dimethylamino)propane
  参考文献：
  名称：

  Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents

  摘要：

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.044
• 作为产物：
  描述：

  溴代十四烷 、 (S)-(-)-3-苄氧基-1,2-丙二醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以80%的产率得到Benzene, [[(2S)-2,3-bis(tetradecyloxy)propoxy]methyl]-
  参考文献：
  名称：

  Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents

  摘要：

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.044

文献信息

• Synthesis of cationic cardiolipin analogues
  作者：Krishnudu Kasireddy、Shoukath M. Ali、Moghis U. Ahmad、Sreeti Choudhury、Pei-Yu Chien、Saifuddin Sheikh、Imran Ahmad

  DOI：10.1016/j.bioorg.2005.06.001

  日期：2005.10

  An approach was developed to synthesize a new class of cationic cardiolipin analogues containing two quaternary ammonium groups with tetra alkyl groups retaining "glycerol" moiety, the central core of the molecule. Cationic cardiolipin analogues were modified via introduction of either two or four oxyethylene groups to enhance the solubility in polar solvents. These newly synthesized cationic cardiolipin analogues can be applied to a broad range of drug delivery systems such as transfection reagents. (c) 2005 Elsevier Inc. All rights reserved.