[(1R)-2-(2-methylpropanoyl)-3-oxo-1H-isoindol-1-yl] 2-methylpropanoate | 1004791-80-3

• 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: [(1R)-2-(2-methylpropanoyl)-3-oxo-1H-isoindol-1-yl] 2-methylpropanoate
• CAS: 1004791-80-3
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: XXMMFFWHNKHFGN-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (+/-)-3-hydroxy-2-isobutyryl-isoindolin-1-one 、 异丁酸酐 在 甲基叔丁基醚 、 三乙胺 作用下， 反应 8.0h， 生成 [(1R)-2-(2-methylpropanoyl)-3-oxo-1H-isoindol-1-yl] 2-methylpropanoate 、
  参考文献：
  名称：

  Dynamic kinetic resolution of hemiaminals using a novel DMAP catalyst

  摘要：

  We describe the first catalytic dynamic kinetic resolution of hemiaminals mediated by an organocatalyst. A 0.1-1 mol % catalyst loading is effective for the dynamic kinetic resolution of hemiaminals to produce esters up to 88% ee in high yields. A 10 mol % catalyst loading resulted in a decreased selectivity, whereas the selectivity increased at 50 degrees C. The absolute configuration is assigned on the basis of the empirical Cotton effect rule. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.026

文献信息

• Dynamic kinetic resolution of hemiaminals using a novel DMAP catalyst
  作者：Shinji Yamada、Kaori Yamashita

  DOI：10.1016/j.tetlet.2007.11.026

  日期：2008.1

  We describe the first catalytic dynamic kinetic resolution of hemiaminals mediated by an organocatalyst. A 0.1-1 mol % catalyst loading is effective for the dynamic kinetic resolution of hemiaminals to produce esters up to 88% ee in high yields. A 10 mol % catalyst loading resulted in a decreased selectivity, whereas the selectivity increased at 50 degrees C. The absolute configuration is assigned on the basis of the empirical Cotton effect rule. (C) 2007 Elsevier Ltd. All rights reserved.