chloromalonaldehyde

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: chloromalonaldehyde
• 英文别名: (E)-2-chloro-3-hydroxyprop-2-enal
• 化学式: C₃H₃ClO₂
• 分子量: 106.509
• InChiKey: SYXFXUMRQSTIKC-HNQUOIGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  chloromalonaldehyde 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 以80%的产率得到2,3-dichloroacrolein
  参考文献：
  名称：

  A Practical Synthesis of a COX-2-Specific Inhibitor

  摘要：

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.

  DOI：

  10.1021/jo000870z

文献信息

• A Practical Synthesis of a COX-2-Specific Inhibitor
  作者：Ian W. Davies、Jean-Francois Marcoux、Edward G. Corley、Michel Journet、Dong-Wei Cai、Michael Palucki、Jimmy Wu、Robert D. Larsen、Kai Rossen、Philip J. Pye、Lisa DiMichele、Peter Dormer、Paul J. Reider

  DOI：10.1021/jo000870z

  日期：2000.12.1

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.