(R)-2,7-Diamino-6,9-dimethyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-5,8-dione | 106502-73-2

• 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: (R)-2,7-Diamino-6,9-dimethyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-5,8-dione
• 英文别名: (2R)-2,6-diamino-4,7-dimethyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-5,8-dione
• CAS: 106502-73-2
• 化学式: C₁₃H₁₅N₃O₂
• 分子量: 245.281
• InChiKey: FHXCUQTVFUPSTK-SSDOTTSWSA-N

物化性质

• 沸点：
  514.9±50.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丝裂霉素 C 以 甲醇 为溶剂， 反应 1.33h， 以60%的产率得到(R)-2,7-Diamino-6,9-dimethyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-5,8-dione
  参考文献：
  名称：

  7-Aminoaziridinomitosenes: synthesis, structure, and chemistry

  摘要：

  7-Aminoleucoaziridinomitosene (2a) has been proposed as a key intermediate in the reductive activation process for the antineoplastic agent, mitomycin C (1a). Little is known about 2a and its oxidized equivalent, 7-aminoaziridinomitosene (3a). An expedient electrochemical procedure for 3a and the corresponding N-methyl analogue 3b has been developed. NMR spectral studies of 3a in DMF-d7 and DMSO-d6 provided important information concerning the solution-state structure for this adduct. Factors controlling the aziridine ring-opening process under reductive and nonreductive conditions have been determined, as well as evidence for the intermediacy of 2a in the reductive activation cascade of 1a.

  DOI：

  10.1021/jo00015a016

文献信息

• HAN, INSOOK;KOHN, HAROLD, J. ORG. CHEM., 56,(1991) N5, C. 4648-4653
  作者：HAN, INSOOK、KOHN, HAROLD

  DOI：——

  日期：——
• 7-Aminoaziridinomitosenes: synthesis, structure, and chemistry
  作者：Insook Han、Harold Kohn

  DOI：10.1021/jo00015a016

  日期：1991.7

  7-Aminoleucoaziridinomitosene (2a) has been proposed as a key intermediate in the reductive activation process for the antineoplastic agent, mitomycin C (1a). Little is known about 2a and its oxidized equivalent, 7-aminoaziridinomitosene (3a). An expedient electrochemical procedure for 3a and the corresponding N-methyl analogue 3b has been developed. NMR spectral studies of 3a in DMF-d7 and DMSO-d6 provided important information concerning the solution-state structure for this adduct. Factors controlling the aziridine ring-opening process under reductive and nonreductive conditions have been determined, as well as evidence for the intermediacy of 2a in the reductive activation cascade of 1a.