(3S)-3-(N-(p-Toluoyl)amino)-4-phenyl-2-butanone | 169887-22-3

• 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: (3S)-3-(N-(p-Toluoyl)amino)-4-phenyl-2-butanone
• 英文别名: 4-methyl-N-[(2S)-3-oxo-1-phenylbutan-2-yl]benzamide
• CAS: 169887-22-3
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: BPSVWDSNXAUYHX-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-allyl-9-bora-bicyclo[3.3.1]nonane 、 (3S)-3-(N-(p-Toluoyl)amino)-4-phenyl-2-butanone 在 sodium hydroxide 、 sodium perborate 作用下， 生成 (2S,3R)-2-(N-(p-Toluoyl)amino)-3-methyl-4-phenylhex-5-en-3-ol 、 (2S,3S)-2-(N-(p-Toluoyl)amino)-3-methyl-4-phenylhex-5-en-3-ol
  参考文献：
  名称：

  Allylboration of .alpha.-Amino Ketones

  摘要：

  A series of unsaturated alpha-amino alcohols were prepared via the allylboration of the corresponding N-protected alpha-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.

  DOI：

  10.1021/jo00120a029
• 作为产物：
  描述：

  对甲基苯甲酰氯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.25h， 生成 (3S)-3-(N-(p-Toluoyl)amino)-4-phenyl-2-butanone
  参考文献：
  名称：

  Allylboration of .alpha.-Amino Ketones

  摘要：

  A series of unsaturated alpha-amino alcohols were prepared via the allylboration of the corresponding N-protected alpha-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.

  DOI：

  10.1021/jo00120a029

文献信息

• Allylboration of .alpha.-Amino Ketones
  作者：R. David Pace、George W. Kabalka

  DOI：10.1021/jo00120a029

  日期：1995.7

  A series of unsaturated alpha-amino alcohols were prepared via the allylboration of the corresponding N-protected alpha-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.