(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(m-nitrophenyl)propionyl]hydantoin | 1412838-22-2

• 分子结构分类: 有机化合物
• 英文名称: (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(m-nitrophenyl)propionyl]hydantoin
• 英文别名: (5S)-1-[(2R,3S)-3-(4-methoxyanilino)-2-methyl-3-(3-nitrophenyl)propanoyl]-3-phenyl-5-propan-2-ylimidazolidine-2,4-dione
• CAS: 1412838-22-2
• 化学式: C₂₉H₃₀N₄O₆
• 分子量: 530.58
• InChiKey: LGNGTBPCXMFLLV-PBXQCXKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲醇 、 (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(m-nitrophenyl)propionyl]hydantoin 在 4-二甲氨基吡啶 作用下， 反应 8.0h， 以75%的产率得到(2R,3S)-methyl 2-methyl-3-(p-methoxyphenylamino)-3-(m-nitro-phenyl)propanoate
  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：

  异氰酸苯酯 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 四氯化钛 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(m-nitrophenyl)propionyl]hydantoin 、 (5S,2'R,3'R)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(m-nitrophenyl)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