4,5,7,8,9-pentamethoxynaphtho[2,3-b]furan-3-yl acetate | 1402733-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 4,5,7,8,9-pentamethoxynaphtho[2,3-b]furan-3-yl acetate
• 英文别名: (4,5,7,8,9-Pentamethoxybenzo[f][1]benzofuran-3-yl) acetate；(4,5,7,8,9-pentamethoxybenzo[f][1]benzofuran-3-yl) acetate
• CAS: 1402733-53-2
• 化学式: C₁₉H₂₀O₈
• 分子量: 376.363
• InChiKey: RHLLIVHGCUKMFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  85.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,5,7,8,9-pentamethoxynaphtho[2,3-b]furan-3-yl acetate 在 5%-palladium/activated carbon 、 氢气 、 甲基磺酰氯 、 三乙胺 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 反应 9.08h， 生成 methyl 3-hydroxy-2-methoxy-6-(2-methoxy-2-oxoethyl)-4-(2-(4,5,7,8,9-pentamethoxy-3-oxo-2,3-dihydronaphtho[2,3-b]furan-2-yl)ethyl)benzoate
  参考文献：
  名称：

  Synthesis of (±)-γ-Rubromycin via a New Hypoiodite-Catalytic Oxidative Cycloetherification

  摘要：

  A new synthesis of gamma-rubromycin is presented through a new oxidative, bisbenzannulated spiroketalization as a key step which is catalyzed by an in situ generated hypoiodite species, developed previously by our group. This key transformation has high efficiency and convenient conditions. This is a new and efficient catalytic application for organohypoiodine reagents.

  DOI：

  10.1021/ol3024874
• 作为产物：
  描述：

  ethyl 4-hydroxy-1,5,6,8-tetramethoxy-3-(2-methoxy-2-oxoethoxy)-2-naphthoate 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 18.58h， 生成 4,5,7,8,9-pentamethoxynaphtho[2,3-b]furan-3-yl acetate
  参考文献：
  名称：

  Synthesis of (±)-γ-Rubromycin via a New Hypoiodite-Catalytic Oxidative Cycloetherification

  摘要：

  A new synthesis of gamma-rubromycin is presented through a new oxidative, bisbenzannulated spiroketalization as a key step which is catalyzed by an in situ generated hypoiodite species, developed previously by our group. This key transformation has high efficiency and convenient conditions. This is a new and efficient catalytic application for organohypoiodine reagents.

  DOI：

  10.1021/ol3024874

文献信息

• Synthesis of (±)-γ-Rubromycin via a New Hypoiodite-Catalytic Oxidative Cycloetherification
  作者：Liping Wei、Jijun Xue、Hongbiao Liu、Wenjing Wang、Ying Li

  DOI：10.1021/ol3024874

  日期：2012.10.19

  A new synthesis of gamma-rubromycin is presented through a new oxidative, bisbenzannulated spiroketalization as a key step which is catalyzed by an in situ generated hypoiodite species, developed previously by our group. This key transformation has high efficiency and convenient conditions. This is a new and efficient catalytic application for organohypoiodine reagents.