(2S,3S,4S,5R)-3,4-dibenzoyl-2-(4-bromophenyl)-5-(2-pyridyl)pyrrolidine | 1256973-95-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R)-3,4-dibenzoyl-2-(4-bromophenyl)-5-(2-pyridyl)pyrrolidine
• 英文别名: [(2S,3S,4S,5R)-4-benzoyl-2-(4-bromophenyl)-5-pyridin-2-ylpyrrolidin-3-yl]-phenylmethanone
• CAS: 1256973-95-1
• 化学式: C₂₉H₂₃BrN₂O₂
• 分子量: 511.418
• InChiKey: AMNYVHLRFHQEDJ-NFGXINMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 三乙胺 、 2,2′-亚甲基双[(4R,5S)-4,5-二苯基-2-噁唑啉] 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (2S,3S,4S,5R)-3,4-dibenzoyl-2-(4-bromophenyl)-5-(2-pyridyl)pyrrolidine 、 3,4-dibenzoyl-2-(4-bromophenyl)-5-(2-pyridyl)pyrrolidine 、 (2R,3R,4R,5S)-3,4-dibenzoyl-2-(4-bromophenyl)-5-(2-pyridyl)pyrrolidine
  参考文献：
  名称：

  N-(2-Pyridylmethyl)imines as Azomethine Precursors in Catalytic Asymmetric [3 + 2] Cycloadditions

  摘要：

  An efficient Cu(I)-catalyzed asymmetric [3 + 2] cycloaddition of N-(2-pyridylmethyl) imines has been developed. In the presence of a Cu(CH3CN)(4)PF6/bisoxazoline catalyst system, high levels of enantioselectivity (up to 97% ee) and moderate to high exo selectivity were achieved with a wide variety of substituted dipolarophiles, including maleimides, fumarates, fumarodinitrile, enones, and nitroalkenes. The reaction with unsymmetrically substituted dipolarophiles is completely regioselective.

  DOI：

  10.1021/ol102605q

文献信息

• <i>N</i>-(2-Pyridylmethyl)imines as Azomethine Precursors in Catalytic Asymmetric [3 + 2] Cycloadditions
  作者：Silvia Padilla、Rubén Tejero、Javier Adrio、Juan C. Carretero

  DOI：10.1021/ol102605q

  日期：2010.12.17

  An efficient Cu(I)-catalyzed asymmetric [3 + 2] cycloaddition of N-(2-pyridylmethyl) imines has been developed. In the presence of a Cu(CH3CN)(4)PF6/bisoxazoline catalyst system, high levels of enantioselectivity (up to 97% ee) and moderate to high exo selectivity were achieved with a wide variety of substituted dipolarophiles, including maleimides, fumarates, fumarodinitrile, enones, and nitroalkenes. The reaction with unsymmetrically substituted dipolarophiles is completely regioselective.