methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxo-3'H-spiro[chroman-2,2'-naphtho[2,3-b]furan]-7-carboxylate | 1402733-60-1

• 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: methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxo-3'H-spiro[chroman-2,2'-naphtho[2,3-b]furan]-7-carboxylate
• 英文别名: Methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxospiro[3,4-dihydrochromene-2,2'-benzo[f][1]benzofuran]-7-carboxylate；methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxospiro[3,4-dihydrochromene-2,2'-benzo[f][1]benzofuran]-7-carboxylate
• CAS: 1402733-60-1
• 化学式: C₃₁H₃₂O₁₃
• 分子量: 612.587
• InChiKey: IYVPMMRDRHWWGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxo-3'H-spiro[chroman-2,2'-naphtho[2,3-b]furan]-7-carboxylate 在 甲醇 、 三乙基硅烷 、 sodium tetrahydroborate 、 三氟乙酸 作用下， 反应 0.25h， 生成 methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'H-spiro[chroman-2,2'-naphtho[2,3-b]furan]-7-carboxylate
  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 5%-palladium/activated carbon 、 四丁基氟化铵 、 氢气 、 sodium acetate 、 四丁基碘化铵 、 potassium carbonate 、 溶剂黄146 、 甲基磺酰氯 、 三乙胺 、 间氯过氧苯甲酸 、 三氟乙酸 、 potassium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， -78.0~80.0 ℃ 、101.33 kPa 条件下， 反应 27.74h， 生成 methyl 4',5',7',8,8',9'-hexamethoxy-6-(2-methoxy-2-oxoethyl)-3'-oxo-3'H-spiro[chroman-2,2'-naphtho[2,3-b]furan]-7-carboxylate
  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.