(S)-1-Acetoxymethyl-5-benzyloxy-1,2-dihydro-6H-pyrrolo[2,3-c]carbazole-3-carboxylic acid tert-butyl ester | 176539-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-1-Acetoxymethyl-5-benzyloxy-1,2-dihydro-6H-pyrrolo[2,3-c]carbazole-3-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (1S)-1-(acetyloxymethyl)-5-phenylmethoxy-2,6-dihydro-1H-pyrrolo[2,3-c]carbazole-3-carboxylate
• CAS: 176539-86-9
• 化学式: C₂₉H₃₀N₂O₅
• 分子量: 486.568
• InChiKey: JFQMFSKPBQBQJP-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-1-Acetoxymethyl-5-benzyloxy-1,2-dihydro-6H-pyrrolo[2,3-c]carbazole-3-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 四氯化碳 、 氢氧化钾 、 甲酸铵 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 tert-butyl (1S)-1-(chloromethyl)-5-hydroxy-2,6-dihydro-1H-pyrrolo[2,3-c]carbazole-3-carboxylate
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Various Structural Types of Novel Cyclopropapyrroloindole(CPI) Derivatives

  摘要：

  The various structural types of novel cyclopropapyrroloindole(CPI) derivatives (7 similar to 10) were synthesized and their cytotoxicity was evaluated. Among these derivatives, 3-methoxycarbonylCPI(3-MCCPI) derivatives (8a,b) and cyclopropapyrrolocarbazole (CPC) derivative (10a) were found to exhibit comparable cytotoxicity to U-73,975 (adozelesin) (1).

  DOI：

  10.3987/com-98-s21
• 作为产物：
  描述：

  tert-butyl (3S)-3-(acetyloxymethyl)-5-anilino-6-phenylmethoxy-2,3-dihydroindole-1-carboxylate 在 二氯乙酸 、 palladium diacetate 作用下， 以 乙腈 为溶剂， 以25%的产率得到(S)-1-Acetoxymethyl-5-benzyloxy-1,2-dihydro-6H-pyrrolo[2,3-c]carbazole-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Various Structural Types of Novel Cyclopropapyrroloindole(CPI) Derivatives

  摘要：

  The various structural types of novel cyclopropapyrroloindole(CPI) derivatives (7 similar to 10) were synthesized and their cytotoxicity was evaluated. Among these derivatives, 3-methoxycarbonylCPI(3-MCCPI) derivatives (8a,b) and cyclopropapyrrolocarbazole (CPC) derivative (10a) were found to exhibit comparable cytotoxicity to U-73,975 (adozelesin) (1).

  DOI：

  10.3987/com-98-s21