(5R)-5-[(1S)-1-anilinoethyl]-1-[(1R)-2-hydroxy-1-phenylethyl]pyrrolidin-2-one | 302334-46-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (5R)-5-[(1S)-1-anilinoethyl]-1-[(1R)-2-hydroxy-1-phenylethyl]pyrrolidin-2-one
• CAS: 302334-46-9
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: KBVVXXMFEYIXQR-IPELMVKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5R)-5-[(1S)-1-anilinoethyl]-1-[(1R)-2-hydroxy-1-phenylethyl]pyrrolidin-2-one 在 palladium dihydroxide lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 Phenyl-((S)-(R)-1-pyrrolidin-2-yl-ethyl)-amine
  参考文献：
  名称：

  Yb(OTf)3-catalyzed Mannich-type reaction of a chiral non-racemic silyloxypyrrole

  摘要：

  A Yb(OTf)(3)-catalyzed Mannich-type reaction of the chiral non-racemic silyloxypyrrole 2 is described. The three-component (silyloxypyrrole, aldehyde and amine) reaction allowed the use of aromatic as well as aliphatic enolisable aldehydes. The erythro selectivity was proved by chemical correlation and X-ray analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01055-8
• 作为产物：
  描述：

  [(2R)-2-[2-(1-anilinoethyl)-5-oxo-2H-pyrrol-1-yl]-2-phenylethyl] benzoate 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 为溶剂， 生成 (5R)-5-[(1S)-1-anilinoethyl]-1-[(1R)-2-hydroxy-1-phenylethyl]pyrrolidin-2-one
  参考文献：
  名称：

  Yb(OTf)3-catalyzed Mannich-type reaction of a chiral non-racemic silyloxypyrrole

  摘要：

  A Yb(OTf)(3)-catalyzed Mannich-type reaction of the chiral non-racemic silyloxypyrrole 2 is described. The three-component (silyloxypyrrole, aldehyde and amine) reaction allowed the use of aromatic as well as aliphatic enolisable aldehydes. The erythro selectivity was proved by chemical correlation and X-ray analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01055-8

文献信息

• Yb(OTf)3-catalyzed Mannich-type reaction of a chiral non-racemic silyloxypyrrole
  作者：Bruno Dudot、Angèle Chiaroni、Jacques Royer

  DOI：10.1016/s0040-4039(00)01055-8

  日期：2000.8

  A Yb(OTf)(3)-catalyzed Mannich-type reaction of the chiral non-racemic silyloxypyrrole 2 is described. The three-component (silyloxypyrrole, aldehyde and amine) reaction allowed the use of aromatic as well as aliphatic enolisable aldehydes. The erythro selectivity was proved by chemical correlation and X-ray analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.