2-Isopropyl-4,7-dimethyl-benzofuran-5,6-diol | 942480-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-Isopropyl-4,7-dimethyl-benzofuran-5,6-diol
• 英文别名: 4,7-Dimethyl-2-propan-2-yl-1-benzofuran-5,6-diol
• CAS: 942480-90-2
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: ZTUDGVBZJBXJNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Isopropyl-4,7-dimethyl-benzofuran-5,6-diol 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 0.33h， 以10 mg的产率得到2,5-dihydroxy-2-isopropyl-4,7-dimethyl-2H-benzofuran-6-one
  参考文献：
  名称：

  Synthesis of Analogue Structures of the p-Quinone Methide Moiety of Kendomycin

  摘要：

  The synthesis of two model p-quinone methide ring systems of the antibiotic and antiosteoporotic compound kendomycin is reported. Two approaches were examined in detail, and the two-step (i) demethylation and (ii) DMDO oxidation were found to be reliable and generally applicable. Additionally, it was found that oxidation of a benzofuran by NaIO4 on silica produced a long-lived semiquinone radical.

  DOI：

  10.1021/ol048825r
• 作为产物：
  描述：

  1,2-环氧-3-甲基丁烷 在 2,6-二甲基吡啶 、 盐酸 、 正丁基锂 、 草酰氯 、 三氟甲磺酸 、 4 A molecular sieve 、 碘 、 三溴化硼 、 sodium hydride 、 magnesium 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 26.42h， 生成 2-Isopropyl-4,7-dimethyl-benzofuran-5,6-diol
  参考文献：
  名称：

  Synthesis of Analogue Structures of the p-Quinone Methide Moiety of Kendomycin

  摘要：

  The synthesis of two model p-quinone methide ring systems of the antibiotic and antiosteoporotic compound kendomycin is reported. Two approaches were examined in detail, and the two-step (i) demethylation and (ii) DMDO oxidation were found to be reliable and generally applicable. Additionally, it was found that oxidation of a benzofuran by NaIO4 on silica produced a long-lived semiquinone radical.

  DOI：

  10.1021/ol048825r

文献信息

• Synthesis of Analogue Structures of the <i>p</i>-Quinone Methide Moiety of Kendomycin
  作者：Martin P. Green、Stefan Pichlmair、Maria M. B. Marques、Harry J. Martin、Oliver Diwald、Thomas Berger、Johann Mulzer

  DOI：10.1021/ol048825r

  日期：2004.9.1

  The synthesis of two model p-quinone methide ring systems of the antibiotic and antiosteoporotic compound kendomycin is reported. Two approaches were examined in detail, and the two-step (i) demethylation and (ii) DMDO oxidation were found to be reliable and generally applicable. Additionally, it was found that oxidation of a benzofuran by NaIO4 on silica produced a long-lived semiquinone radical.