(1,5-dimethyl-2-oxoindolin-3-ylidene)(phenyl)methyl (tert-butoxycarbonyl)glycinate | 1523158-53-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1,5-dimethyl-2-oxoindolin-3-ylidene)(phenyl)methyl (tert-butoxycarbonyl)glycinate
• CAS: 1523158-53-3
• 化学式: C₂₄H₂₆N₂O₅
• 分子量: 422.481
• InChiKey: UONKVCVVICURKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  BOC-甘氨酸 、 N-methyl-3-phenyl-N-(p-tolyl)propiolamide 在 2-(diacetoxyiodo)mesitylene 、 palladium diacetate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以57%的产率得到(1,5-dimethyl-2-oxoindolin-3-ylidene)(phenyl)methyl (tert-butoxycarbonyl)glycinate
  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