(E)-methyl 2-(azidomethyl)-5-(3-methoxyphenyl)pent-2-en-4-ynoate | 1228932-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-methyl 2-(azidomethyl)-5-(3-methoxyphenyl)pent-2-en-4-ynoate
• CAS: 1228932-05-5
• 化学式: C₁₄H₁₃N₃O₃
• 分子量: 271.276
• InChiKey: WUEARNKHJRKMSE-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  84.29
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-methyl 2-(azidomethyl)-5-(3-methoxyphenyl)pent-2-en-4-ynoate 以 甲苯 为溶剂， 反应 1.0h， 以91%的产率得到methyl 3-(3-methoxyphenyl)-6H-pyrrolo[1,2-c][1,2,3]triazole-5-carboxylate
  参考文献：
  名称：

  3,5-Disubstituted 6H-pyrrolo[1,2-c][1,2,3]triazoles from Morita–Baylis–Hillman adducts of propargyl aldehydes

  摘要：

  A simple method for synthesizing several 6H-pyrrolo[1,2-c][1,2,3]triazole derivatives having a methoxy carbonyl or an acetyl group at C-5 position and 7,8-dihydro-4H-[1,2,3]triazolo[1,5-a]indol-5(6H)-ones via an intramolecular 1,3-dipolar cycloaddition reaction of azido enynes, which were readily obtained from the Morita-Baylis-Hillman acetates of propargyl aldehydes with sodium azide, has been developed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.017
• 作为产物：
  描述：

  methyl 3-acetoxy-5-(3-methoxyphenyl)-2-methylenepent-4-ynoate 在 sodium azide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以95%的产率得到(E)-methyl 2-(azidomethyl)-5-(3-methoxyphenyl)pent-2-en-4-ynoate
  参考文献：
  名称：

  3,5-Disubstituted 6H-pyrrolo[1,2-c][1,2,3]triazoles from Morita–Baylis–Hillman adducts of propargyl aldehydes

  摘要：

  A simple method for synthesizing several 6H-pyrrolo[1,2-c][1,2,3]triazole derivatives having a methoxy carbonyl or an acetyl group at C-5 position and 7,8-dihydro-4H-[1,2,3]triazolo[1,5-a]indol-5(6H)-ones via an intramolecular 1,3-dipolar cycloaddition reaction of azido enynes, which were readily obtained from the Morita-Baylis-Hillman acetates of propargyl aldehydes with sodium azide, has been developed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.017

文献信息

• 3,5-Disubstituted 6H-pyrrolo[1,2-c][1,2,3]triazoles from Morita–Baylis–Hillman adducts of propargyl aldehydes
  作者：Sun Pil Park、Sang-Hyun Ahn、Kee-Jung Lee

  DOI：10.1016/j.tet.2010.03.017

  日期：2010.5

  A simple method for synthesizing several 6H-pyrrolo[1,2-c][1,2,3]triazole derivatives having a methoxy carbonyl or an acetyl group at C-5 position and 7,8-dihydro-4H-[1,2,3]triazolo[1,5-a]indol-5(6H)-ones via an intramolecular 1,3-dipolar cycloaddition reaction of azido enynes, which were readily obtained from the Morita-Baylis-Hillman acetates of propargyl aldehydes with sodium azide, has been developed. (C) 2010 Elsevier Ltd. All rights reserved.