methyl 3-((((tert-butoxycarbonyl)glycyl)oxy)(phenyl)methylene)-1-methyl-2-oxoindoline-5-carboxylate | 1523158-55-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 3-((((tert-butoxycarbonyl)glycyl)oxy)(phenyl)methylene)-1-methyl-2-oxoindoline-5-carboxylate
• CAS: 1523158-55-5
• 化学式: C₂₅H₂₆N₂O₇
• 分子量: 466.491
• InChiKey: IFKZHTRAHNMTDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111.24
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  BOC-甘氨酸 、 methyl 4-(N-methyl-3-phenylpropiolamido)benzoate 在 2-(diacetoxyiodo)mesitylene 、 palladium diacetate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以78%的产率得到methyl 3-((((tert-butoxycarbonyl)glycyl)oxy)(phenyl)methylene)-1-methyl-2-oxoindoline-5-carboxylate
  参考文献：
  名称：

  Palladium-Catalyzed Oxidative Carboacetoxylation of Activated Alkynes with Amino Acids

  摘要：

  A palladium-catalyzed intramolecular oxidative carboacetoxylation reaction of alkynes with various amino acids has been demonstrated for the first time, forming pharmaceutically important 3-methyleneindolin-2-one. In the presence of Pd(OAc)(2) and ArI(OAc)(2), N-arylpropiolamides underwent tandem acetoxypalladation/C-H functionalization reactions with various Boc-amino acids to form corresponding methyleneindolin-2-ones bearing amino acid motifs in moderate to excellent yields. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.835422