3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one | 1334294-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one
• 英文别名: 3-Hydroxy-3-(4-methoxyphenyl)-2-propylisoindol-1-one；3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindol-1-one
• CAS: 1334294-97-1
• 化学式: C₁₈H₁₉NO₃
• 分子量: 297.354
• InChiKey: HQHQMRHOTALQQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-丙基酞酰亚胺 在 aluminum amalgam 、 三氟甲磺酸 、 水 、 2,2'-bipyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one
  参考文献：
  名称：

  A direct arylation-oxidation route to 3-arylisoindolinone inhibitors of MDM2-p53 interaction

  摘要：

  A route to the MDM2-p53 inhibitor isoindolinone pharmacophore from a pre-formed phthalimide is detailed. The route involves treatment of 3-hydroxy-2-(n-propyl)isoindolinone with a substituted benzene in the presence of triflic acid. The resulting 3-aryl-2-(n-propyl)isoindolinones are then oxidized to the corresponding 3-hydroxy-3-aryl-2-(n-propyl) isoindolinones by treatment with 2,2'-bipyridinium chlorochromate. The benzylic oxidation represents a rather rare oxochromium (VI)-mediated reaction in which a selective C-H to C-OH transformation occurs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.076

文献信息

• A direct arylation-oxidation route to 3-arylisoindolinone inhibitors of MDM2-p53 interaction
  作者：Richard K. Dempster、Frederick A. Luzzio

  DOI：10.1016/j.tetlet.2011.07.076

  日期：2011.9

  A route to the MDM2-p53 inhibitor isoindolinone pharmacophore from a pre-formed phthalimide is detailed. The route involves treatment of 3-hydroxy-2-(n-propyl)isoindolinone with a substituted benzene in the presence of triflic acid. The resulting 3-aryl-2-(n-propyl)isoindolinones are then oxidized to the corresponding 3-hydroxy-3-aryl-2-(n-propyl) isoindolinones by treatment with 2,2'-bipyridinium chlorochromate. The benzylic oxidation represents a rather rare oxochromium (VI)-mediated reaction in which a selective C-H to C-OH transformation occurs. (C) 2011 Elsevier Ltd. All rights reserved.