(4R,5S)-1,5-dimethyl-4-phenyl-3-[(3R)-3-phenylbutanoyl]imidazolidin-2-one | 113675-86-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (4R,5S)-1,5-dimethyl-4-phenyl-3-[(3R)-3-phenylbutanoyl]imidazolidin-2-one
• CAS: 113675-86-8
• 化学式: C₂₁H₂₄N₂O₂
• 分子量: 336.434
• InChiKey: FBZSCSMNEZLCPU-GUXCAODWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯基-2-丙烯酰氯 在 2,3-二甲基苯胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 (4R,5S)-1,5-dimethyl-4-phenyl-3-[(3R)-3-phenylbutanoyl]imidazolidin-2-one
  参考文献：
  名称：

  Additions diastéréosélectives d'alkyl, alcényl, aryl et allyl cuprates à des imides chirales insaturées

  摘要：

  Some diastereoselective conjugate additions of cuprates to chiral unsaturated imides hearing an imidazolidinyl group (from ephedrine and urea) show an impressive stereoselectivity. The chiral (internal auxiliary dependent) group is easily broken and recycled. The steric course of these reactions seems quite general and its development promising in synthesis.

  DOI：

  10.1016/s0040-4020(01)88188-6

文献信息

• Asymmetric 1,4 addition of grignard reagents to chiral α,β-unsaturated imides in the presence of lewis acids
  作者：Alessandro Bongini、Giuliana Cardillo、Anna Mingardi、Claudia Tomasini

  DOI：10.1016/0957-4166(96)00163-2

  日期：1996.5

  The asymmetric 1,4 addition of PhMgCl, MeMgBr and ally1MgBr to chiral imides 1 has been studied under various conditions. The presence of a Lewis acid, as AlMe(2)Cl, affords an enhanced diastereoselectivity favouring the formation of the product derived from the attack on the re face. The 1,4 addition of allyl diisopropoxyborate to imides 1 has also been analysed. Copyright (C) 1996 Elsevier Science Ltd