[(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] [3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-1-benzofuran-2-yl] carbonate | 1026016-68-1

• 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: [(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] [3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-1-benzofuran-2-yl] carbonate
• CAS: 1026016-68-1
• 化学式: C₃₅H₃₅BrO₁₁
• 分子量: 711.56
• InChiKey: XLQKTMZVKHEEJL-KWNZYCHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] [3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-1-benzofuran-2-yl] carbonate 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以25%的产率得到
  参考文献：
  名称：

  Diastereoselective Carboxyl Migrations of 3-Arylbenzofuranones

  摘要：

  [GRAPHICS]Mixed benzofuranyl carbonates derived from chiral chloro-formates rearranged in the presence of nucleophilic catalysts to give C-carboxylated benzofurans with variable dr. The use of chiral nucleophilic catalysts gave modest improvement in dr, but better results were obtained by optimizing auxiliary and catalyst. Thus, 8k was obtained with 9:1 dr.

  DOI：

  10.1021/jo7021444
• 作为产物：
  描述：

  O³-chlorocarbonyl-O¹,O²;O⁵,O⁶-diisopropylidene-α-D-glucofuranose 、 3-[3-bromo-2-(4-methoxybenzyloxy)-phenyl]-3H-benzofuran-2-one 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以96%的产率得到[(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] [3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-1-benzofuran-2-yl] carbonate
  参考文献：
  名称：

  Diastereoselective Carboxyl Migrations of 3-Arylbenzofuranones

  摘要：

  [GRAPHICS]Mixed benzofuranyl carbonates derived from chiral chloro-formates rearranged in the presence of nucleophilic catalysts to give C-carboxylated benzofurans with variable dr. The use of chiral nucleophilic catalysts gave modest improvement in dr, but better results were obtained by optimizing auxiliary and catalyst. Thus, 8k was obtained with 9:1 dr.

  DOI：

  10.1021/jo7021444

文献信息

• Diastereoselective Carboxyl Migrations of 3-Arylbenzofuranones
  作者：Gorka Peris、Edwin Vedejs

  DOI：10.1021/jo7021444

  日期：2008.2.1

  [GRAPHICS]Mixed benzofuranyl carbonates derived from chiral chloro-formates rearranged in the presence of nucleophilic catalysts to give C-carboxylated benzofurans with variable dr. The use of chiral nucleophilic catalysts gave modest improvement in dr, but better results were obtained by optimizing auxiliary and catalyst. Thus, 8k was obtained with 9:1 dr.