(S)-3-((R)-2-Benzyloxy-pent-4-enoyl)-4-isopropyl-1-phenyl-imidazolidin-2-one | 868944-63-2

• 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)-3-((R)-2-Benzyloxy-pent-4-enoyl)-4-isopropyl-1-phenyl-imidazolidin-2-one
• 英文别名: (4S)-1-phenyl-3-[(2R)-2-phenylmethoxypent-4-enoyl]-4-propan-2-ylimidazolidin-2-one
• CAS: 868944-63-2
• 化学式: C₂₄H₂₈N₂O₃
• 分子量: 392.498
• InChiKey: DQJMPCKJOLOBMS-FGZHOGPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 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：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-((R)-2-Benzyloxy-pent-4-enoyl)-4-isopropyl-1-phenyl-imidazolidin-2-one 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以95%的产率得到(R)-2-Benzyloxy-pent-4-enoic acid
  参考文献：
  名称：

  Diastereoselective alkylation of chiral 2-imidazolidinone glycolates: asymmetric synthesis of α-hydroxy carboxylic acids

  摘要：

  Sodium enolates of chiral 2-imidazolidinone glycolates reacted with alkyl halides to produce alpha-alkylated products with high diastereoselectivities, which were readily removed by simple alkaline hydrolysis and were converted to the protected alpha-hydroxy carboxylic acids. The new stereogenic center was assigned the (R) -configuration by comparison with known compounds. (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.07.036
• 作为产物：
  描述：

  苄氧基乙酰氯 在 正丁基锂 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (S)-3-((R)-2-Benzyloxy-pent-4-enoyl)-4-isopropyl-1-phenyl-imidazolidin-2-one
  参考文献：
  名称：

  Diastereoselective alkylation of chiral 2-imidazolidinone glycolates: asymmetric synthesis of α-hydroxy carboxylic acids

  摘要：

  Sodium enolates of chiral 2-imidazolidinone glycolates reacted with alkyl halides to produce alpha-alkylated products with high diastereoselectivities, which were readily removed by simple alkaline hydrolysis and were converted to the protected alpha-hydroxy carboxylic acids. The new stereogenic center was assigned the (R) -configuration by comparison with known compounds. (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.07.036