[(2S)-1-oxo-4-phenylbutan-2-yl] benzoate | 1170725-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2S)-1-oxo-4-phenylbutan-2-yl] benzoate
• CAS: 1170725-42-4
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: DMJPHMOTJZSSIN-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(2S)-1-oxo-4-phenylbutan-2-yl] benzoate 在 sodium tetrahydroborate 作用下， 生成 [(2S)-1-hydroxy-4-phenylbutan-2-yl] benzoate
  参考文献：
  名称：

  Organocatalytic α-oxybenzoylation of aldehydes

  摘要：

  A simple method for the asymmetric alpha-oxybenzoylation of aldehydes is presented. Treatment of a series of aldehydes with benzoyl peroxide in the presence of a MacMillan imidazolidinone leads directly to the alpha-oxybenzoylated product with excellent levels of asymmetric induction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.082
• 作为产物：
  描述：

  4-苯基丁醛 、 过氧化苯甲酰 在 (5S)-()-2,2,3-三甲基-5-苄基-4-咪唑啉酮 、 对硝基苯甲酸 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到[(2S)-1-oxo-4-phenylbutan-2-yl] benzoate
  参考文献：
  名称：

  Organocatalytic α-oxybenzoylation of aldehydes

  摘要：

  A simple method for the asymmetric alpha-oxybenzoylation of aldehydes is presented. Treatment of a series of aldehydes with benzoyl peroxide in the presence of a MacMillan imidazolidinone leads directly to the alpha-oxybenzoylated product with excellent levels of asymmetric induction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.082

文献信息

• Organocatalytic α-oxybenzoylation of aldehydes
  作者：Matti J.P. Vaismaa、Sze Chak Yau、Nicholas C.O. Tomkinson

  DOI：10.1016/j.tetlet.2009.03.082

  日期：2009.7

  A simple method for the asymmetric alpha-oxybenzoylation of aldehydes is presented. Treatment of a series of aldehydes with benzoyl peroxide in the presence of a MacMillan imidazolidinone leads directly to the alpha-oxybenzoylated product with excellent levels of asymmetric induction. (C) 2009 Elsevier Ltd. All rights reserved.