(R)-7-(4-methoxyphenyl)-6,7-dihydro-1,3-dioxolo[4,5-f]-5H-isoindol-5-one | 1131192-85-2

• 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: (R)-7-(4-methoxyphenyl)-6,7-dihydro-1,3-dioxolo[4,5-f]-5H-isoindol-5-one
• 英文别名: (5R)-5-(4-methoxyphenyl)-5,6-dihydro-[1,3]dioxolo[4,5-f]isoindol-7-one
• CAS: 1131192-85-2
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: LSNGJQHXCJIDNX-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-6-((S)-2-methoxymethylpyrrolidin-1-yl)-7-(4-methoxyphenyl)-6,7-dihydro-1,3-dioxolo[4,5-f]isoindol-5-one 在 水 、 magnesium monoperoxyphthalate hexahydrate 作用下， 以 甲醇 为溶剂， 以84%的产率得到(R)-7-(4-methoxyphenyl)-6,7-dihydro-1,3-dioxolo[4,5-f]-5H-isoindol-5-one
  参考文献：
  名称：

  A conceptually new approach to the asymmetric synthesis of 3-aryl and alkyl poly-substituted isoindolinones

  摘要：

  A conceptually new and efficient asymmetric synthesis of C-3 arylated or alkylated poly-substituted iso-indolinones is reported. The key step is the diastereoselective reduction of an N-acylhydrazonium species derived from the previously assembled corresponding hydroxyl derivative hearing the (S)-2-methoxymethylpyrrolidine (SMP) auxiliary. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.11.021

文献信息

• A conceptually new approach to the asymmetric synthesis of 3-aryl and alkyl poly-substituted isoindolinones
  作者：Eric Deniau、Axel Couture、Pierre Grandclaudon

  DOI：10.1016/j.tetasy.2008.11.021

  日期：2008.12

  A conceptually new and efficient asymmetric synthesis of C-3 arylated or alkylated poly-substituted iso-indolinones is reported. The key step is the diastereoselective reduction of an N-acylhydrazonium species derived from the previously assembled corresponding hydroxyl derivative hearing the (S)-2-methoxymethylpyrrolidine (SMP) auxiliary. (C) 2008 Elsevier Ltd. All rights reserved.