methyl 6-methoxy-(1H)-isoindolin-1-one-3-carboxylate | 1312542-35-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-methoxy-(1H)-isoindolin-1-one-3-carboxylate
• 英文别名: Methyl 5-methoxy-3-oxo-1,2-dihydroisoindole-1-carboxylate；methyl 5-methoxy-3-oxo-1,2-dihydroisoindole-1-carboxylate
• CAS: 1312542-35-0
• 化学式: C₁₁H₁₁NO₄
• 分子量: 221.213
• InChiKey: PKOYZVFQQVOWPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Alpha-氨基-4-甲氧基苯乙酸 在 氯化亚砜 、 palladium diacetate 作用下， 以 丙酮 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 生成 methyl 6-methoxy-(1H)-isoindolin-1-one-3-carboxylate
  参考文献：
  名称：

  Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates

  摘要：

  The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.064