12-[tert-butyl(dimethyl)silyl]oxydodecyl N-[3-[3-aminopropyl-[4-[bis(3-aminopropyl)amino]butyl]amino]propyl]carbamate | 331232-44-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 12-[tert-butyl(dimethyl)silyl]oxydodecyl N-[3-[3-aminopropyl-[4-[bis(3-aminopropyl)amino]butyl]amino]propyl]carbamate
• CAS: 331232-44-1
• 化学式: C₃₅H₇₈N₆O₃Si
• 分子量: 659.128
• InChiKey: KGPNLJQWZCBDGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.46
• 重原子数：
  45
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  132
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyhexyl imidazole-1-carboxylate 、 12-[tert-butyl(dimethyl)silyl]oxydodecyl N-[3-[3-aminopropyl-[4-[bis(3-aminopropyl)amino]butyl]amino]propyl]carbamate 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以50%的产率得到[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[3-[4-[bis[3-[6-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyhexoxycarbonylamino]propyl]amino]butyl-[3-[12-[tert-butyl(dimethyl)silyl]oxydodecoxycarbonylamino]propyl]amino]propylcarbamoyloxy]hexoxy]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
• 作为产物：
  描述：

  1,12-十二烷二醇 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.0h， 生成 12-[tert-butyl(dimethyl)silyl]oxydodecyl N-[3-[3-aminopropyl-[4-[bis(3-aminopropyl)amino]butyl]amino]propyl]carbamate
  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