dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide | 247097-79-6

• 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: dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide
• 英文别名: 4-N,6-N-bis[(1R)-2-hydroxy-1-phenylethyl]dibenzofuran-4,6-dicarboxamide
• CAS: 247097-79-6
• 化学式: C₃₀H₂₆N₂O₅
• 分子量: 494.547
• InChiKey: KHSYFFDGOVXSQB-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  112
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide 在 甲醇 、 正丁基锂 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) (DBFOX/Ph)

  摘要：

  A high-yielding synthesis (50% overall yield) of tridentate bisoxazoline ligand (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) (DBFOX/Ph) was developed. DBFOX/Ph was subsequently tested in enantioselective conjugate radical additions onto 3-(3-phenyl-2-propenoyl)-2-oxazolidinone Two dozen Lewis acids were evaluated, and Mg(ClO4)(2) emerged as the best Lewis acid in terms of yield and enantioselectivity (100% yield, 75.4% ee (S)). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00238-4
• 作为产物：
  描述：

  dibenzofuran-4,6-dicarboxylic acid 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide
  参考文献：
  名称：

  Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) (DBFOX/Ph)

  摘要：

  A high-yielding synthesis (50% overall yield) of tridentate bisoxazoline ligand (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) (DBFOX/Ph) was developed. DBFOX/Ph was subsequently tested in enantioselective conjugate radical additions onto 3-(3-phenyl-2-propenoyl)-2-oxazolidinone Two dozen Lewis acids were evaluated, and Mg(ClO4)(2) emerged as the best Lewis acid in terms of yield and enantioselectivity (100% yield, 75.4% ee (S)). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00238-4

文献信息

• Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) (DBFOX/Ph)
  作者：Ulrich Iserloh、Dennis P Curran、Shuji Kanemasa

  DOI：10.1016/s0957-4166(99)00238-4

  日期：1999.6

  A high-yielding synthesis (50% overall yield) of tridentate bisoxazoline ligand (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) (DBFOX/Ph) was developed. DBFOX/Ph was subsequently tested in enantioselective conjugate radical additions onto 3-(3-phenyl-2-propenoyl)-2-oxazolidinone Two dozen Lewis acids were evaluated, and Mg(ClO4)(2) emerged as the best Lewis acid in terms of yield and enantioselectivity (100% yield, 75.4% ee (S)). (C) 1999 Elsevier Science Ltd. All rights reserved.
• SYNTHESIS OF (R,R)-4,6-DIBENZOFURANDIYL-2,2'-BIS (4-PHENYLOXAZOLINE) (DBFOX/PH) – A NOVEL TRIDENTATE LIGAND
  作者：Iserloh, Ulrich、Oderaotoshi, Yoji、Kanemasa, Shuji、Curran, Dennis P.、Gordon, Richard S.、Holmes, Andrew B.

  DOI：10.15227/orgsyn.080.0046

  日期：——