1-acetyl-3-methyl-2-oxoindolin-3-yl 5-((tert-butoxycarbonyl)amino)pentanoate

• 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: 1-acetyl-3-methyl-2-oxoindolin-3-yl 5-((tert-butoxycarbonyl)amino)pentanoate
• 英文别名: (1-Acetyl-3-methyl-2-oxoindol-3-yl) 5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate；(1-acetyl-3-methyl-2-oxoindol-3-yl) 5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
• 化学式: C₂₁H₂₈N₂O₆
• 分子量: 404.463
• InChiKey: UWXSPJKGICYRHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-acetyl-3-methyl-2-oxoindolin-3-yl 5-((tert-butoxycarbonyl)amino)pentanoate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of Lactams by Isomerization of Oxindoles Substituted at C-3 by an ω-Amino Chain

  摘要：

  Oxindoles substituted at N-1 by electron-withdrawing groups and at C-3 by omega-amino chains of various lengths undergo mild and easy isomerization to new 5- to 12-membered lactams in good yields (3096%). As efficient asymmetric syntheses of diversely 3,3-disubstituted oxindoles are currently developed, this isomerization provides a new and valuable access to medium-sized lactams alpha-substituted with a quaternary asymmetric carbon bearing a 2-aminophenyl residue.

  DOI：

  10.1021/jo501978j
• 作为产物：
  描述：

  1-乙酰基靛红 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 1-acetyl-3-methyl-2-oxoindolin-3-yl 5-((tert-butoxycarbonyl)amino)pentanoate
  参考文献：
  名称：

  Synthesis of Lactams by Isomerization of Oxindoles Substituted at C-3 by an ω-Amino Chain

  摘要：

  Oxindoles substituted at N-1 by electron-withdrawing groups and at C-3 by omega-amino chains of various lengths undergo mild and easy isomerization to new 5- to 12-membered lactams in good yields (3096%). As efficient asymmetric syntheses of diversely 3,3-disubstituted oxindoles are currently developed, this isomerization provides a new and valuable access to medium-sized lactams alpha-substituted with a quaternary asymmetric carbon bearing a 2-aminophenyl residue.

  DOI：

  10.1021/jo501978j