methyl (4S,6R,7S)-11-methoxy-12-methyl-8-methylidene-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-diene-5-carboxylate | 1175522-88-9

• 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: methyl (4S,6R,7S)-11-methoxy-12-methyl-8-methylidene-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-diene-5-carboxylate
• CAS: 1175522-88-9
• 化学式: C₁₆H₁₆N₂O₅
• 分子量: 316.313
• InChiKey: COZPENDNGQYUMZ-APJTZGPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 氧气 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以55%的产率得到methyl (4S,6R,7S)-11-methoxy-12-methyl-8-methylidene-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-diene-5-carboxylate
  参考文献：
  名称：

  Synthetic studies toward the mitomycins: construction of the tetracyclic core via a reductive aminocyclization reaction

  摘要：

  The tetracyclic core of the mitomycin family of natural products has been formed in one step from an acyclic precursor via a reductive aminocyclization reaction. Additionally, the eight-membered benzazocine can be prepared without the need for prior activation of the aniline. Construction of a mitomycin K analogue lacking the C9a methoxy moiety is also reported herein. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.004

文献信息

• Synthetic studies toward the mitomycins: construction of the tetracyclic core via a reductive aminocyclization reaction
  作者：Daniel A. Gubler、Robert M. Williams

  DOI：10.1016/j.tetlet.2009.05.004

  日期：2009.7

  The tetracyclic core of the mitomycin family of natural products has been formed in one step from an acyclic precursor via a reductive aminocyclization reaction. Additionally, the eight-membered benzazocine can be prepared without the need for prior activation of the aniline. Construction of a mitomycin K analogue lacking the C9a methoxy moiety is also reported herein. (C) 2009 Elsevier Ltd. All rights reserved.