(2S)-1-[2-azido-4-[3-[5-azido-2-methoxy-4-[(2S)-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carbonyl]phenoxy]propoxy]-5-methoxybenzoyl]-N-methoxy-N-methylpyrrolidine-2-carboxamide | 1016557-36-0

• 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: (2S)-1-[2-azido-4-[3-[5-azido-2-methoxy-4-[(2S)-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carbonyl]phenoxy]propoxy]-5-methoxybenzoyl]-N-methoxy-N-methylpyrrolidine-2-carboxamide
• CAS: 1016557-36-0
• 化学式: C₃₃H₄₂N₁₀O₁₀
• 分子量: 738.757
• InChiKey: GKYFJGLKVSJKIQ-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  53
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (2S)-1-[2-azido-4-[3-[5-azido-2-methoxy-4-[(2S)-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carbonyl]phenoxy]propoxy]-5-methoxybenzoyl]-N-methoxy-N-methylpyrrolidine-2-carboxamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 1,1'-[(propane-1,3-diyl)dioxy]bis[(11aS)-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one]
  参考文献：
  名称：

  A facile intramolecular azido/amido reductive cyclization approach: synthesis of pyrrolobenzodiazepines and their dimers

  摘要：

  A new synthetic pathway has been developed for the preparation of imine-containing pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) and their dimers. Selective reduction of aromatic azides as well as aliphatic amides in a single step leading to an intramolecular reductive cyclization process by employing LiAlH(4) or LiBH(4) provides the cyclized imines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.004
• 作为产物：
  描述：

  二甲羟胺盐酸盐 、 (2'S)-(4,4'-(propane-1,3-diylbis(oxy))bis(2-azido-5-methoxybenzoyl))di-L-proline 在 N-甲基吗啉 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以85%的产率得到(2S)-1-[2-azido-4-[3-[5-azido-2-methoxy-4-[(2S)-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carbonyl]phenoxy]propoxy]-5-methoxybenzoyl]-N-methoxy-N-methylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  A facile intramolecular azido/amido reductive cyclization approach: synthesis of pyrrolobenzodiazepines and their dimers

  摘要：

  A new synthetic pathway has been developed for the preparation of imine-containing pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) and their dimers. Selective reduction of aromatic azides as well as aliphatic amides in a single step leading to an intramolecular reductive cyclization process by employing LiAlH(4) or LiBH(4) provides the cyclized imines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.004