methyl (4S,6R)-11-methoxy-12-methyl-10,13-bis(phenylmethoxy)-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),10,12-triene-5-carboxylate | 1175522-84-5

• 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)-11-methoxy-12-methyl-10,13-bis(phenylmethoxy)-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),10,12-triene-5-carboxylate
• CAS: 1175522-84-5
• 化学式: C₂₉H₃₀N₂O₅
• 分子量: 486.568
• InChiKey: YSHZSOOWIDVLRV-OTXBLYLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl (2S,3R)-2-((R)-2-(2,5-bis(benzyloxy)-3-methoxy-4-methyl-6-nitrophenyl)-1-(methylsulfonyloxy)ethyl)-3-((methylsulfonyloxy)methyl)aziridine-1-carboxylate 在 氯化铵 、 锌 作用下， 以 水 、 丙酮 为溶剂， 反应 120.0h， 以53%的产率得到methyl (4S,6R)-11-methoxy-12-methyl-10,13-bis(phenylmethoxy)-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),10,12-triene-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.