(2E,2'E)-((((2-((2,3-bis(benzyloxy)benzoyl)oxy)ethyl)azanediyl)bis(ethane-2,1-diyl))bis(oxy))bis(4-oxobut-2-ene-4,1-diyl) bis(2,3-bis(benzyloxy)benzoate) | 909704-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E,2'E)-((((2-((2,3-bis(benzyloxy)benzoyl)oxy)ethyl)azanediyl)bis(ethane-2,1-diyl))bis(oxy))bis(4-oxobut-2-ene-4,1-diyl) bis(2,3-bis(benzyloxy)benzoate)
• CAS: 909704-18-3
• 化学式: C₇₇H₇₁NO₁₆
• 分子量: 1266.41
• InChiKey: INIJCQIMGLIZEH-GXABEWBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.53
• 重原子数：
  94.0
• 可旋转键数：
  36.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  190.12
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  (2E,2'E)-((((2-((2,3-bis(benzyloxy)benzoyl)oxy)ethyl)azanediyl)bis(ethane-2,1-diyl))bis(oxy))bis(4-oxobut-2-ene-4,1-diyl) bis(2,3-bis(benzyloxy)benzoate) 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到[4-[2-[2-[4-(2,3-Dihydroxybenzoyl)oxybutanoyloxy]ethyl-[2-(2,3-dihydroxybenzoyl)oxyethyl]amino]ethoxy]-4-oxobutyl] 2,3-dihydroxybenzoate
  参考文献：
  名称：

  Conjugates of methyl 6-aminopenicillanate with biscatechol-hydroxamate chelators: synthesis and siderophoric activity

  摘要：

  A synthesis of biscatechol-hydroxamate and triscatechol chelators and of conjugates of the former with methyl 6-aminopenicillanate is described. It is based on the multiple use of the ylide Ph3PCCO as a C-2 building block in one-pot coupling reactions between aldehydes and alcohols or amines. These conjugates were actively internalized into siderophore-deficient Escherichia coli mutant H5596. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.056
• 作为产物：
  描述：

  benzyl 2,3-di(benzyloxy)benzoate 在 吡啶 、 甲醇 、 sodium hydroxide 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 (2E,2'E)-((((2-((2,3-bis(benzyloxy)benzoyl)oxy)ethyl)azanediyl)bis(ethane-2,1-diyl))bis(oxy))bis(4-oxobut-2-ene-4,1-diyl) bis(2,3-bis(benzyloxy)benzoate)
  参考文献：
  名称：

  Conjugates of methyl 6-aminopenicillanate with biscatechol-hydroxamate chelators: synthesis and siderophoric activity

  摘要：

  A synthesis of biscatechol-hydroxamate and triscatechol chelators and of conjugates of the former with methyl 6-aminopenicillanate is described. It is based on the multiple use of the ylide Ph3PCCO as a C-2 building block in one-pot coupling reactions between aldehydes and alcohols or amines. These conjugates were actively internalized into siderophore-deficient Escherichia coli mutant H5596. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.056