Succinic acid mono-[(2R,3S,4S,5R,6S)-3,4,5-tris-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl] ester | 290300-55-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: Succinic acid mono-[(2R,3S,4S,5R,6S)-3,4,5-tris-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl] ester
• CAS: 290300-55-9
• 化学式: C₃₂H₅₁N₃O₁₈
• 分子量: 765.766
• InChiKey: WISVJHNMSHZOEU-JBHUNCMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  53.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  275.95
• 氢给体数：
  4.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  Succinic acid mono-[(2R,3S,4S,5R,6S)-3,4,5-tris-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl] ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N,N-Dioctadecyl-succinamic acid (2R,3S,4S,5R,6S)-3,4,5-tris-(2-amino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis and biological properties of new glycosidic cationic lipids for DNA delivery

  摘要：

  Lipidic glycosides with amino alkyl pendent groups were synthesized and evaluated for in vitro DNA transfection activity. The first representative of this new class of cationic lipids showed good gene delivery and low toxicity to HeLa and 3T3 cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00251-1
• 作为产物：
  描述：

  methyl 6-O-benzyl-α-D-galactopyranoside 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 Succinic acid mono-[(2R,3S,4S,5R,6S)-3,4,5-tris-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl] ester
  参考文献：
  名称：

  Synthesis and biological properties of new glycosidic cationic lipids for DNA delivery

  摘要：

  Lipidic glycosides with amino alkyl pendent groups were synthesized and evaluated for in vitro DNA transfection activity. The first representative of this new class of cationic lipids showed good gene delivery and low toxicity to HeLa and 3T3 cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00251-1