(S)-5-isopropyl-3-phenyl-1-propionylhydantoin | 1412837-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-5-isopropyl-3-phenyl-1-propionylhydantoin
• 英文别名: (s)-5-Isopropyl-3-phenyl-1-propionylhydantoin；(5S)-3-phenyl-1-propanoyl-5-propan-2-ylimidazolidine-2,4-dione
• CAS: 1412837-73-0
• 化学式: C₁₅H₁₈N₂O₃
• 分子量: 274.32
• InChiKey: FEVVZEJAMIZGEC-ZDUSSCGKSA-N

物化性质

• 沸点：
  375.0±25.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-chlorobenzylidene)-4-methoxyaniline 、 (S)-5-isopropyl-3-phenyl-1-propionylhydantoin 在 四氯化钛 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(p-chlorophenyl)propionyl]hydantoin
  参考文献：
  名称：

  Asymmetric and diastereoselective Mannich reactions using hydantoin as a chiral auxiliary

  摘要：

  The Mannich reaction of titanium enolates of a chiral hydantoin with various aldimines smoothly occurred in good yields and with high anti-diastereoselectivity. The Mannich adducts can be readily cleaved by alcoholysis to afford several beta-amino ester derivatives in good yields and in almost enantiomerically pure form. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.09.006
• 作为产物：
  描述：

  (2S)-2-[(苯基氨基甲酰基)氨基]-3-甲基丁酸甲酯 在 盐酸 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (S)-5-isopropyl-3-phenyl-1-propionylhydantoin
  参考文献：
  名称：

  Asymmetric and diastereoselective Mannich reactions using hydantoin as a chiral auxiliary

  摘要：

  The Mannich reaction of titanium enolates of a chiral hydantoin with various aldimines smoothly occurred in good yields and with high anti-diastereoselectivity. The Mannich adducts can be readily cleaved by alcoholysis to afford several beta-amino ester derivatives in good yields and in almost enantiomerically pure form. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.09.006

文献信息

• Asymmetric and diastereoselective Mannich reactions using hydantoin as a chiral auxiliary
  作者：Xuan-Ran Li、Cui-Fen Lu、Zu-Xing Chen、Yan Li、Gui-Chun Yang

  DOI：10.1016/j.tetasy.2012.09.006

  日期：2012.10

  The Mannich reaction of titanium enolates of a chiral hydantoin with various aldimines smoothly occurred in good yields and with high anti-diastereoselectivity. The Mannich adducts can be readily cleaved by alcoholysis to afford several beta-amino ester derivatives in good yields and in almost enantiomerically pure form. (C) 2012 Elsevier Ltd. All rights reserved.