2,3-Bis-benzyloxy-benzoic acid 2-(bis-{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-amino)-ethyl ester | 909704-36-5

• 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: 2,3-Bis-benzyloxy-benzoic acid 2-(bis-{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-amino)-ethyl ester
• CAS: 909704-36-5
• 化学式: C₇₇H₇₃N₃O₁₄
• 分子量: 1264.44
• InChiKey: MVEGVDUDUJEIPA-GXABEWBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.68
• 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：
  195.72
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  2,3-Bis-benzyloxy-benzoic acid 2-(bis-{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-ethyl}-amino)-ethyl ester 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86%的产率得到2,3-Dihydroxy-benzoic acid 2-(bis-{2-[4-(2,3-dihydroxy-benzoylamino)-butyryloxy]-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：

  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 2,3-Bis-benzyloxy-benzoic acid 2-(bis-{2-[(E)-4-(2,3-bis-benzyloxy-benzoylamino)-but-2-enoyloxy]-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