3-formyl-2-furan-2-yl-2H-quinoline-1-carboxylic acid benzyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-formyl-2-furan-2-yl-2H-quinoline-1-carboxylic acid benzyl ester
• 英文别名: benzyl (2S)-3-formyl-2-(furan-2-yl)-2H-quinoline-1-carboxylate
• 化学式: C₂₂H₁₇NO₄
• 分子量: 359.381
• InChiKey: VMCYZBOQELGSMF-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苄基(2-甲酰基苯基)氨基甲酸酯 、 反-3-(2-呋喃基)丙烯醛 在 (S)-prolyl-diphenyl-methyl triethylsilyl ether 、 sodium acetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 120.0h， 生成 3-formyl-2-furan-2-yl-2H-quinoline-1-carboxylic acid benzyl ester 、 3-formyl-2-furan-2-yl-2H-quinoline-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Chiral Diphenylprolinol TES Ether Promoted Conjugate Addition−Aldol-Dehydration Reactions between α,β-Unsaturated Aldehydes and 2-N-Protected Amino Benzaldehydes

  摘要：

  A conjugate addition-aldol-dehydration reaction of alpha,beta-unsaturated aldehydes with 2-N-protected amino benzaldehydes has been developed. The process is promoted by (S)-diphenylprolinol TES ether to afford synthetically useful 1,2-dihydroquinolines in high enantioselectivities with good yields.

  DOI：

  10.1021/ol062877u

文献信息

• Chiral Diphenylprolinol TES Ether Promoted Conjugate Addition−Aldol-Dehydration Reactions between α,β-Unsaturated Aldehydes and 2-<i>N</i>-Protected Amino Benzaldehydes
  作者：Hao Li、Jian Wang、Hexin Xie、Liansuo Zu、Wei Jiang、Eileen N. Duesler、Wei Wang

  DOI：10.1021/ol062877u

  日期：2007.3.1

  A conjugate addition-aldol-dehydration reaction of alpha,beta-unsaturated aldehydes with 2-N-protected amino benzaldehydes has been developed. The process is promoted by (S)-diphenylprolinol TES ether to afford synthetically useful 1,2-dihydroquinolines in high enantioselectivities with good yields.