6-chlorodemethyllavendamycin isoamyl ester

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 6-chlorodemethyllavendamycin isoamyl ester
• 英文别名: 3-methylbutyl 1-(7-amino-6-chloro-5,8-dioxoquinolin-2-yl)-9H-pyrido[3,4-b]indole-3-carboxylate
• 化学式: C₂₆H₂₁ClN₄O₄
• 分子量: 488.93
• InChiKey: OQBGILCMYAOTJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  DL-色氨酸 在 盐酸 作用下， 以 乙醚 、 苯甲醚 为溶剂， 反应 26.0h， 生成 6-chlorodemethyllavendamycin isoamyl ester
  参考文献：
  名称：

  Total Synthesis of Novel 6-Substituted Lavendamycin Antitumor Agents

  摘要：

  Novel 6-substituted lavendamycins have been synthesized for the first time. The key step in these syntheses is a Pictet-Spengler condensation (Scheme 1). Efficient methods for the synthesis of each compound, including a novel reaction for the facile introduction of alkylamino groups at the C-6 position of the lavendamycin system, are discussed. Possible mechanisms for these reactions are also presented.

  DOI：

  10.1021/ol035381a

文献信息

• Lavendamycin analogues and methods of synthesizing and using lavendamycin analogues
  申请人：Behforouz Mohammad

  公开号：US20060079497A1

  公开（公告）日：2006-04-13

  Lavendamycin analogues, methods for their synthesis, and methods for their use in the treatment of diseases such as cancer and HIV infection are described.

  Lavendamycin类似物，其合成方法，以及在治疗癌症和HIV感染等疾病中使用的方法被描述。
• Total Synthesis of Novel 6-Substituted Lavendamycin Antitumor Agents
  作者：Hassan Seradj、Wen Cai、Noe O. Erasga、Darrell V. Chenault、Kathryn A. Knuckles、Justin R. Ragains、Mohammad Behforouz

  DOI：10.1021/ol035381a

  日期：2004.2.1

  Novel 6-substituted lavendamycins have been synthesized for the first time. The key step in these syntheses is a Pictet-Spengler condensation (Scheme 1). Efficient methods for the synthesis of each compound, including a novel reaction for the facile introduction of alkylamino groups at the C-6 position of the lavendamycin system, are discussed. Possible mechanisms for these reactions are also presented.