(S)-4-benzyl-1-phenyl-3-propionylimidazolidin-2-one | 195198-29-9

• 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)-4-benzyl-1-phenyl-3-propionylimidazolidin-2-one
• 英文别名: (4S)-4-benzyl-1-phenyl-3-propanoylimidazolidin-2-one
• CAS: 195198-29-9
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: MYHFWVKQDJDWQF-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-4-benzyl-1-phenyl-3-propionylimidazolidin-2-one 在 sodium hydroxide 作用下， 生成 (4S)-1-phenyl-4-phenylmethyl-2-imidazolidinone
  参考文献：
  名称：

  N-acylimidazolidin-2-ones: new chiral auxiliaries for carboxylic acid alkylation

  摘要：

  Chiral N-acylated imidazolidin-2-ones, readily available from aminoethanols in three steps through the nucleophilic opening of oxazoline intermediates, have been demonstrated to undergo highly diastereoselective benzylations and methylations via their sodium enolates. In most cases, the resulting products are highly crystalline, and the chiral auxiliaries can be readily recycled. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00255-3
• 作为产物：
  描述：

  在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (S)-4-benzyl-1-phenyl-3-propionylimidazolidin-2-one
  参考文献：
  名称：

  N-acylimidazolidin-2-ones: new chiral auxiliaries for carboxylic acid alkylation

  摘要：

  Chiral N-acylated imidazolidin-2-ones, readily available from aminoethanols in three steps through the nucleophilic opening of oxazoline intermediates, have been demonstrated to undergo highly diastereoselective benzylations and methylations via their sodium enolates. In most cases, the resulting products are highly crystalline, and the chiral auxiliaries can be readily recycled. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00255-3

文献信息

• l-Valinol and l-phenylalaninol-derived 2-imidazolidinones as chiral auxiliaries in asymmetric aldol reactions
  作者：Taek Hyeon Kim、Gue-Jae Lee

  DOI：10.1016/s0040-4039(99)02325-4

  日期：2000.3

  The chiral N-propionyl-2-imidazolidinones were synthesized in three steps from l-valinol and l-phenylalaninol and the aldol reaction of their boron enolate with aldehydes proceeded with high diastereoselectivity.

  从1-缬氨醇和1-苯丙氨醇分三步合成手性N-丙酰基-2-咪唑啉酮，其烯醇硼与醛的醛醇缩合反应以高非对映选择性进行。