(R,R;S,S)-1-Methyl-2-(hydroxybenzyl)-3-pentenamide | 142541-19-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R,R;S,S)-1-Methyl-2-(hydroxybenzyl)-3-pentenamide
• 英文别名: (E)-2-[hydroxy(phenyl)methyl]-N-methylpent-3-enamide
• CAS: 142541-19-3
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: YJBXQCAOODXQDD-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-戊烯酰氯 在 polyphosphate ester 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 (R,R;S,S)-1-Methyl-2-(hydroxybenzyl)-3-pentenamide
  参考文献：
  名称：

  Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media

  摘要：

  delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding gamma-lactam versus delta-lactam formation.

  DOI：

  10.1021/jo00081a006

文献信息

• Stereocontrolled syntheses of substituted unsaturated .delta.-lactams from 3-alkenamides
  作者：Charles M. Marson、Urszula Grabowska、Timothy Walsgrove

  DOI：10.1021/jo00045a001

  日期：1992.9

  Delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester.
• Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media
  作者：Charles M. Marson、Urszula Grabowska、Asad Fallah、Timothy Walsgrove、Drake S. Eggleston、Paul W. Baures

  DOI：10.1021/jo00081a006

  日期：1994.1

  delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding gamma-lactam versus delta-lactam formation.