isobutyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate | 1387557-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: isobutyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate
• CAS: 1387557-76-7
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: CNONGKOAFJONHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  isobutyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  An Indium-Mediated Allylative/Transesterification DFT-Directed Approach to Chiral C₍₃₎-Functionalized Phthalides

  摘要：

  A one-pot synthesis of chiral C-(3)-substituted phthalides via an indium-mediated allylation/transesterification reaction is described. The development of this reaction was facilitated through the applied use of DFT calculations to rationalize the stereoselection of a chiral In-mediated process. It was discovered that the enantiomeric excess of this reaction depended upon the steric size, chain length, and substitution of the aldehyde employed.

  DOI：

  10.1021/ol301566f
• 作为产物：
  描述：

  6-硝基苯酞 在 盐酸 、 4-二甲氨基吡啶 、 铁粉 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 生成 isobutyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate
  参考文献：
  名称：

  An Indium-Mediated Allylative/Transesterification DFT-Directed Approach to Chiral C₍₃₎-Functionalized Phthalides

  摘要：

  A one-pot synthesis of chiral C-(3)-substituted phthalides via an indium-mediated allylation/transesterification reaction is described. The development of this reaction was facilitated through the applied use of DFT calculations to rationalize the stereoselection of a chiral In-mediated process. It was discovered that the enantiomeric excess of this reaction depended upon the steric size, chain length, and substitution of the aldehyde employed.

  DOI：

  10.1021/ol301566f