(5R)-N-(tert-butoxycarbonyl)-5-[(S)-(4-methoxyphenyl)(2-methoxyphenylamino)methyl]-1H-pyrrol-2(5H)one | 1277191-36-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (5R)-N-(tert-butoxycarbonyl)-5-[(S)-(4-methoxyphenyl)(2-methoxyphenylamino)methyl]-1H-pyrrol-2(5H)one
• 英文别名: tert-butyl (2R)-2-[(S)-(2-methoxyanilino)-(4-methoxyphenyl)methyl]-5-oxo-2H-pyrrole-1-carboxylate
• CAS: 1277191-36-2
• 化学式: C₂₄H₂₈N₂O₅
• 分子量: 424.497
• InChiKey: HSGKSEABSGVJCI-KNQAVFIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl 2-[(trimethyl-silyl)oxy]-1H-pyrrole-1-carboxylate 、 N-(2-甲氧基苯基)-1-(4-甲氧基苯基)甲亚胺 在 N-[2-PPh₂-benzylidene]-L-tert-leucine (4-methoxyphenyl)amide 、 silver(I) acetate 、 异丙醇 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.0h， 生成 (5S)-N-(tert-butoxycarbonyl)-5-[(R)-(4-methoxyphenyl)(2-methoxyphenylamino)methyl]-1H-pyrrol-2(5H)one 、 (5R)-N-(tert-butoxycarbonyl)-5-[(S)-(4-methoxyphenyl)(2-methoxyphenylamino)methyl]-1H-pyrrol-2(5H)one
  参考文献：
  名称：

  anti-Selective, Catalytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Silyl Dienolates with N-Aryl Aldimines

  摘要：

  Pyrrole-based silyl dienolates undergo asymmetric vinylogous Mukaiyama Mannich reactions with a series of N-aryl aldimines in the presence of the Hoveyda-Snapper amino acid-derived silver(I) catalysts. The Manrdch products alpha,beta-unsaturated delta-ammo-gamma-butyrolactams-are typically obtained in high yields, excellent gamma-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.

  DOI：

  10.1021/jo1021234

文献信息

• <i>anti</i>-Selective, Catalytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Silyl Dienolates with <i>N</i>-Aryl Aldimines
  作者：Claudio Curti、Lucia Battistini、Beatrice Ranieri、Giorgio Pelosi、Gloria Rassu、Giovanni Casiraghi、Franca Zanardi

  DOI：10.1021/jo1021234

  日期：2011.4.1

  Pyrrole-based silyl dienolates undergo asymmetric vinylogous Mukaiyama Mannich reactions with a series of N-aryl aldimines in the presence of the Hoveyda-Snapper amino acid-derived silver(I) catalysts. The Manrdch products alpha,beta-unsaturated delta-ammo-gamma-butyrolactams-are typically obtained in high yields, excellent gamma-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.