N-[2-[2-[3-[(2S)-2-[bis(ethylsulfanyl)methyl]pyrrolidine-1-carbonyl]-4-nitrophenoxy]ethyl-(4-methylphenyl)sulfonylamino]ethyl]-4-methyl-N-(2-phenylmethoxyethyl)benzenesulfonamide | 271253-08-8

• 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: N-[2-[2-[3-[(2S)-2-[bis(ethylsulfanyl)methyl]pyrrolidine-1-carbonyl]-4-nitrophenoxy]ethyl-(4-methylphenyl)sulfonylamino]ethyl]-4-methyl-N-(2-phenylmethoxyethyl)benzenesulfonamide
• CAS: 271253-08-8
• 化学式: C₄₃H₅₄N₄O₉S₄
• 分子量: 899.187
• InChiKey: NJZKANKDLPHRPG-RWYGWLOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  60.0
• 可旋转键数：
  23.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  156.67
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-[2-[2-[3-[(2S)-2-[bis(ethylsulfanyl)methyl]pyrrolidine-1-carbonyl]-4-nitrophenoxy]ethyl-(4-methylphenyl)sulfonylamino]ethyl]-4-methyl-N-(2-phenylmethoxyethyl)benzenesulfonamide 在 mercury(II) perchlorate 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 0.08h， 生成 N-[2-[2-[[(6aS)-6-hydroxy-11-oxo-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-2-yl]oxy]ethyl-(4-methylphenyl)sulfonylamino]ethyl]-4-methyl-N-(2-phenylmethoxyethyl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of Polyaminoalkyl Substituted Conjugates of Pyrrolo[2,1-c][1,4]benzodiazepine Involving SNAr Reaction of 2-Nitro-5-fluorobenzoate Precursors

  摘要：

  A synthetic procedure is described for conjugating polyaminoalkyl groups to the pyrrolo[2, 1-c][1,4]benzodiazepine pharmacophore in order to alter its characteristic DNA sequence binding preference. To this end SNAr reactions of 2-nitro-5-fluorobenzoate esters with different polyaminoalkyl side chains were examined and incorporated in the synthetic scheme.

  DOI：

  10.3987/com-99-s116
• 作为产物：
  描述：

  ethyl N-(2-nitro-5-fluorobenzoyl)pyrrolidine-2-carboxaldehyde 在 三甲基氯硅烷 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-[2-[2-[3-[(2S)-2-[bis(ethylsulfanyl)methyl]pyrrolidine-1-carbonyl]-4-nitrophenoxy]ethyl-(4-methylphenyl)sulfonylamino]ethyl]-4-methyl-N-(2-phenylmethoxyethyl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of Polyaminoalkyl Substituted Conjugates of Pyrrolo[2,1-c][1,4]benzodiazepine Involving SNAr Reaction of 2-Nitro-5-fluorobenzoate Precursors

  摘要：

  A synthetic procedure is described for conjugating polyaminoalkyl groups to the pyrrolo[2, 1-c][1,4]benzodiazepine pharmacophore in order to alter its characteristic DNA sequence binding preference. To this end SNAr reactions of 2-nitro-5-fluorobenzoate esters with different polyaminoalkyl side chains were examined and incorporated in the synthetic scheme.

  DOI：

  10.3987/com-99-s116

文献信息

• Iida, Hirokazu; Hayashi, Naoto; Lown, J. William, Heterocycles, 2004, vol. 62, p. 693 - 711
  作者：Iida, Hirokazu、Hayashi, Naoto、Lown, J. William、Matsumoto, Kiyoshi

  DOI：——

  日期：——