bis[(2-benzyloxy-1-benzyloxymethylethylcarbamoyl)methyl]carbamic acid tert-butyl ester | 1333113-80-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: bis[(2-benzyloxy-1-benzyloxymethylethylcarbamoyl)methyl]carbamic acid tert-butyl ester
• CAS: 1333113-80-6
• 化学式: C₄₃H₅₃N₃O₈
• 分子量: 739.909
• InChiKey: JWCXXIKGMNRRMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  54.0
• 可旋转键数：
  22.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  124.66
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  bis[(2-benzyloxy-1-benzyloxymethylethylcarbamoyl)methyl]carbamic acid tert-butyl ester 在 吡啶 、 20 % Pd(OH)2/C 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 110.0h， 生成 N-(8-benzoylaminooctyl)-N,N-bis-[(2-benzyloxy-1-benzyloxymethylethylcarbamoyl)methyl]succinamide
  参考文献：
  名称：

  Improved performance by replacing iminodiacetic residues with glyceryl residues in symmetrically branched oligoglycerols

  摘要：

  Synthesis of a symmetrically branched diglycerol (BGL002, involving one iminodiacetic residue) as a G2 dendron, and the tetradecaglycerol (BGL014, involving one iminodiacetic residue) as a G4 dendron, is described. Several members of the BGL family of G2-G4 dendrons were assembled, with G2 bearing four hydroxyl groups at the terminus region, G3 bearing eight, and G4 bearing sixteen. It is noteworthy that triglycerol (BGL003, including no iminodiacetic residue), has a water-solubility ten times higher than BGL002, and the liposome surrounded by BGL014 has a duration period in blood vessel roughly two times longer than the liposome surrounded by dodecaglycerol (BGL012, including three iminodiacetic residues). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.064
• 作为产物：
  描述：

  N-BOC-亚氨基二乙酸 、 1,3-bis(benzyloxy)propan-2-amine 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 以80%的产率得到bis[(2-benzyloxy-1-benzyloxymethylethylcarbamoyl)methyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  Improved performance by replacing iminodiacetic residues with glyceryl residues in symmetrically branched oligoglycerols

  摘要：

  Synthesis of a symmetrically branched diglycerol (BGL002, involving one iminodiacetic residue) as a G2 dendron, and the tetradecaglycerol (BGL014, involving one iminodiacetic residue) as a G4 dendron, is described. Several members of the BGL family of G2-G4 dendrons were assembled, with G2 bearing four hydroxyl groups at the terminus region, G3 bearing eight, and G4 bearing sixteen. It is noteworthy that triglycerol (BGL003, including no iminodiacetic residue), has a water-solubility ten times higher than BGL002, and the liposome surrounded by BGL014 has a duration period in blood vessel roughly two times longer than the liposome surrounded by dodecaglycerol (BGL012, including three iminodiacetic residues). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.064