(+/-)-6-methyl-4b,4c,6,7,7a,12,12b,13-octahydroindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-dione

• 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: (+/-)-6-methyl-4b,4c,6,7,7a,12,12b,13-octahydroindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-dione
• 英文别名: (11R,15R)-13-methyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1(16),4,6,8,17,19,21-heptaene-12,14-dione
• 化学式: C₂₁H₁₇N₃O₂
• 分子量: 343.385
• InChiKey: XSGLDYZSUVFEEQ-MKFDVMFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-6-methyl-4b,4c,6,7,7a,12,12b,13-octahydroindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-dione 在 硫酸氢铵 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 110.0h， 生成 6-methyl-12--6,7,12,13-tetrahydroindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-dione
  参考文献：
  名称：

  Conformational Control in the Rebeccamycin Class of Indolocarbazole Glycosides

  摘要：

  Indolocarbazole glycosides are balanced between two conformations: a "closed" conformation containing a cyclic hydrogen bond between the indolocarbazole NH and the pyranose oxygen and an "open" conformation in which the indolocarbazole NH is hydrogen bonded to solvent. The open conformation never has a commanding advantage, even in DMSO, but in nonpolar environments the cyclic conformation predominates.

  DOI：

  10.1021/jo990296v
• 作为产物：
  描述：

  1-methyl-cis-3,4-bis(3-indolyl)-2.5-pyrrolidinedione 在 三氟乙酸 作用下， 反应 0.5h， 以91%的产率得到(+/-)-6-methyl-4b,4c,6,7,7a,12,12b,13-octahydroindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-dione
  参考文献：
  名称：

  Conformational Control in the Rebeccamycin Class of Indolocarbazole Glycosides

  摘要：

  Indolocarbazole glycosides are balanced between two conformations: a "closed" conformation containing a cyclic hydrogen bond between the indolocarbazole NH and the pyranose oxygen and an "open" conformation in which the indolocarbazole NH is hydrogen bonded to solvent. The open conformation never has a commanding advantage, even in DMSO, but in nonpolar environments the cyclic conformation predominates.

  DOI：

  10.1021/jo990296v

文献信息

• Conformational Control in the Rebeccamycin Class of Indolocarbazole Glycosides
  作者：Eric J. Gilbert、John D. Chisholm、David L. Van Vranken

  DOI：10.1021/jo990296v

  日期：1999.7.1

  Indolocarbazole glycosides are balanced between two conformations: a "closed" conformation containing a cyclic hydrogen bond between the indolocarbazole NH and the pyranose oxygen and an "open" conformation in which the indolocarbazole NH is hydrogen bonded to solvent. The open conformation never has a commanding advantage, even in DMSO, but in nonpolar environments the cyclic conformation predominates.