15-[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-N-octadecylpentadecanamide | 273737-73-8

• 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: 15-[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-N-octadecylpentadecanamide
• CAS: 273737-73-8
• 化学式: C₆₀H₉₅NO₆
• 分子量: 926.417
• InChiKey: VTQUFFWBYFJPFV-GFMKCLFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.6
• 重原子数：
  67
• 可旋转键数：
  42
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  15-[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-N-octadecylpentadecanamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以93%的产率得到N-[15-[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxypentadecyl]octadecan-1-amine
  参考文献：
  名称：

  Synthesis and transfecting properties of a glycosylated polycationic DNA vector 1

  摘要：

  A glycosylated analogue of dialkylamidoglycylcarboxyspermine was synthesized. The physico-chemical and transfecting properties of 11 were evaluated indicating that this cationic lipid forms stable particles at low charge ratio and is efficient for gene delivery. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00683-1
• 作为产物：
  描述：

  15-羟基十五烷酸甲酯 在 甲醇 、 sodium hydroxide 、 sodium methylate 、 四氯化锡 、 sodium hydride 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 15-[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-N-octadecylpentadecanamide
  参考文献：
  名称：

  Synthesis and transfecting properties of a glycosylated polycationic DNA vector 1

  摘要：

  A glycosylated analogue of dialkylamidoglycylcarboxyspermine was synthesized. The physico-chemical and transfecting properties of 11 were evaluated indicating that this cationic lipid forms stable particles at low charge ratio and is efficient for gene delivery. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00683-1

文献信息

• Synthesis and transfecting properties of a glycosylated polycationic DNA vector 1
  作者：Christophe Jacopin、Hans Hofland、Daniel Scherman、Jean Herscovici

  DOI：10.1016/s0960-894x(00)00683-1

  日期：2001.2

  A glycosylated analogue of dialkylamidoglycylcarboxyspermine was synthesized. The physico-chemical and transfecting properties of 11 were evaluated indicating that this cationic lipid forms stable particles at low charge ratio and is efficient for gene delivery. (C) 2001 Elsevier Science Ltd. All rights reserved.