(6S)-3-acetyl-1-(4-chlorophenyl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate | 1020540-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (6S)-3-acetyl-1-(4-chlorophenyl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate
• 英文别名: [(6S)-3-acetyl-1-(4-chlorophenyl)-2-methyl-6,7-dihydro-5H-pyrano[3,2-b]pyrrol-6-yl] acetate
• CAS: 1020540-94-6
• 化学式: C₁₈H₁₈ClNO₄
• 分子量: 347.798
• InChiKey: KANYNHYXTOUSCL-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  D-木糖 、 乙酸酐 、 对氯苯胺 、 乙酰丙酮 在 indium(III) chloride 、 4-二甲氨基吡啶 作用下， 以 水 、 二氯甲烷 为溶剂， 反应 7.0h， 以90%的产率得到(6S)-3-acetyl-1-(4-chlorophenyl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate
  参考文献：
  名称：

  Three-Component Reaction of Aldose Sugars, Aryl Amines, and 1,3-Diones:  A Novel Synthesis of Annulated Pyrroles

  摘要：

  Aldose sugars undergo smooth coupling with enamines, generated in situ from aryl amines and 1,3-diketones, in the presence of 10 mol % of InCl3 in water at 80 degrees C to furnish annulated pyrrole derivatives in relatively good to high yields. The use of InCl3, in combination with water, makes this procedure quite simple, more convenient, and environmentally friendly.

  DOI：

  10.1021/jo702012w

文献信息

• Three-Component Reaction of Aldose Sugars, Aryl Amines, and 1,3-Diones:  A Novel Synthesis of Annulated Pyrroles
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、Mende Srinivas、Chitteti Divyavani、Shaik Jeelani Basha、Akella V. S. Sarma

  DOI：10.1021/jo702012w

  日期：2008.4.1

  Aldose sugars undergo smooth coupling with enamines, generated in situ from aryl amines and 1,3-diketones, in the presence of 10 mol % of InCl3 in water at 80 degrees C to furnish annulated pyrrole derivatives in relatively good to high yields. The use of InCl3, in combination with water, makes this procedure quite simple, more convenient, and environmentally friendly.