2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d]dioxol-6-yl ester | 1007392-05-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d]dioxol-6-yl ester
• 英文别名: [(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] 2-oxo-3-phenyl-1-benzofuran-3-carboxylate
• CAS: 1007392-05-3
• 化学式: C₂₇H₂₈O₉
• 分子量: 496.514
• InChiKey: DBDLZMCWNKULLC-VGWKLKQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  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-phenyl-1-benzofuran-2-yl) carbonate 在 三丁基膦 作用下， 以 二氯甲烷 为溶剂， 生成 2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d]dioxol-6-yl ester
  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