[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[tert-butyl(dimethyl)silyl]oxyhexoxy]oxan-2-yl]methyl acetate | 331232-41-8

• 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: [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[tert-butyl(dimethyl)silyl]oxyhexoxy]oxan-2-yl]methyl acetate
• CAS: 331232-41-8
• 化学式: C₂₆H₄₆O₁₁Si
• 分子量: 562.73
• InChiKey: XDJSJWWOFUAMPT-ZLOLNMDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  38
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[tert-butyl(dimethyl)silyl]oxyhexoxy]oxan-2-yl]methyl acetate 在 4-二甲氨基吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 6-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyhexyl imidazole-1-carboxylate
  参考文献：
  名称：

  Synthesis of bifunctional cationic compound for gene delivery

  摘要：

  Bifunctional cationic compound carrying trivalent galactosides as the cell targeting ligand and DAB-dendr-(NH2)(8) (generation 2.0) as the DNA binding domain was synthesized for gene delivery to hepatocytes. DAB-dendr-(NH,), (generation 1.0) conjugated with a hydrocarbon chain was used as a scaffold for the attachment of three galactosides, while the other hydrocarbon end was linked with DAB-dendr-(NH2)(8) (generation 2.0) through a carbamate bond. This design provided an effective entry for the synthesis of a polyamine compound having the cell targeting galactosyl ligand. Preliminary in vitro transfection results demonstrated that the bifunctional cationic compound could effectively deliver the gene into HepG2 cells. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02221-8
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 在 4 Angstroem MS 、 silver trifluoromethanesulfonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[tert-butyl(dimethyl)silyl]oxyhexoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of bifunctional cationic compound for gene delivery

  摘要：

  Bifunctional cationic compound carrying trivalent galactosides as the cell targeting ligand and DAB-dendr-(NH2)(8) (generation 2.0) as the DNA binding domain was synthesized for gene delivery to hepatocytes. DAB-dendr-(NH,), (generation 1.0) conjugated with a hydrocarbon chain was used as a scaffold for the attachment of three galactosides, while the other hydrocarbon end was linked with DAB-dendr-(NH2)(8) (generation 2.0) through a carbamate bond. This design provided an effective entry for the synthesis of a polyamine compound having the cell targeting galactosyl ligand. Preliminary in vitro transfection results demonstrated that the bifunctional cationic compound could effectively deliver the gene into HepG2 cells. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02221-8