(E)-4-(2,3-Bis-benzyloxy-benzoylamino)-but-2-enoic acid 2-{{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-amino}-ethyl ester | 909704-34-3

• 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: (E)-4-(2,3-Bis-benzyloxy-benzoylamino)-but-2-enoic acid 2-{{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-amino}-ethyl ester
• CAS: 909704-34-3
• 化学式: C₆₁H₆₅N₃O₁₂
• 分子量: 1032.2
• InChiKey: JTMUGEMTDUCMQD-LTTYKRRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.21
• 重原子数：
  76.0
• 可旋转键数：
  30.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  169.42
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (E)-4-(2,3-Bis-benzyloxy-benzoylamino)-but-2-enoic acid 2-{{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-amino}-ethyl ester 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以76%的产率得到(E)-4-(2,3-Bis-benzyloxy-benzoylamino)-but-2-enoic acid 2-[{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-(2-hydroxy-ethyl)-amino]-ethyl ester
  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：

  N-formylmethyl 2,3-dibenzyloxybenzamide 、 (三苯基膦烯)乙烯酮 、 2,2'-((2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)bis(ethane-1-ol) 以 四氢呋喃 为溶剂， 以60%的产率得到(E)-4-(2,3-Bis-benzyloxy-benzoylamino)-but-2-enoic acid 2-{{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-amino}-ethyl ester
  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