(2R,8S)-8-Bromomethyl-4-hydroxy-6-(5-methoxy-benzofuran-2-carbonyl)-2-methyl-1-oxo-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester | 179239-45-3

• 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: (2R,8S)-8-Bromomethyl-4-hydroxy-6-(5-methoxy-benzofuran-2-carbonyl)-2-methyl-1-oxo-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester
• CAS: 179239-45-3
• 化学式: C₂₄H₂₁BrN₂O₇
• 分子量: 529.344
• InChiKey: RKVBMLWZLICQNP-OIRASMEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  118.31
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2R,8S)-8-Bromomethyl-4-hydroxy-6-(5-methoxy-benzofuran-2-carbonyl)-2-methyl-1-oxo-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester 、 二甲氨基甲酰氯 在 吡啶 作用下， 生成 (2R,8S)-8-Bromomethyl-4-dimethylcarbamoyloxy-6-(5-methoxy-benzofuran-2-carbonyl)-2-methyl-1-oxo-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and antitumor activity of novel duocarmycin derivatives

  摘要：

  A series of Duocarmycin B-2 analogs bearing simplified right hand segments (Seg-Bs) with the protected phenolic hydroxyl group in left hand segment (Seg-A) was synthesized. Among them, the cinnamoyl derivatives 6c and 6d exhibited potent antitumor activity against in vivo murine tumor models in the wider range of doses without detectable toxic effects than DUMB(2). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00203-x
• 作为产物：
  描述：

  (2R,8S)-8-(溴甲基)-4-羟基-2-甲基-1-氧代-6-(5,6,7-三甲氧基1h-吲哚-2-羰基)-7,8-二氢-3H-吡咯并[3,2-e]吲哚-2-羧酸甲酯 在 氢溴酸 、 sodium methylate 、 sodium hydride 作用下， 生成 (2R,8S)-8-Bromomethyl-4-hydroxy-6-(5-methoxy-benzofuran-2-carbonyl)-2-methyl-1-oxo-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and antitumor activity of novel duocarmycin derivatives

  摘要：

  A series of Duocarmycin B-2 analogs bearing simplified right hand segments (Seg-Bs) with the protected phenolic hydroxyl group in left hand segment (Seg-A) was synthesized. Among them, the cinnamoyl derivatives 6c and 6d exhibited potent antitumor activity against in vivo murine tumor models in the wider range of doses without detectable toxic effects than DUMB(2). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00203-x