4-{[4-(4-Methoxy-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one | 444784-42-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-{[4-(4-Methoxy-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one
• 英文别名: 4-[4-(4-Methoxyphenoxy)but-2-ynyl-methylamino]chromen-2-one；4-[4-(4-methoxyphenoxy)but-2-ynyl-methylamino]chromen-2-one
• CAS: 444784-42-3
• 化学式: C₂₁H₁₉NO₄
• 分子量: 349.386
• InChiKey: CNVJJZMFSNSPHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-{[4-(4-Methoxy-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.17h， 生成 3-Hydroxymethyl-2-(4-methoxy-phenoxymethyl)-1-methyl-1H-chromeno[4,3-b]pyrrol-4-one
  参考文献：
  名称：

  Synthesis of bioactive heterocycles: tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

  摘要：

  A number of 4-N-(4'-aryloxybut-2'-ynyl).N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5degreesC for 10 min and then stirring at rt for 10 It afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4'-aryloxybut-2'-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-arytoxybut-2-ynyl)-N-methylamine (3a-e). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00198-3
• 作为产物：
  描述：

  4-(4-toluenesulfonyloxy)coumarin 、 4-(4-methoxyphenoxy)-N-methylbut-2-yn-1-amine 以 乙醇 为溶剂， 生成 4-{[4-(4-Methoxy-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one
  参考文献：
  名称：

  Synthesis of bioactive heterocycles: tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

  摘要：

  A number of 4-N-(4'-aryloxybut-2'-ynyl).N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5degreesC for 10 min and then stirring at rt for 10 It afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4'-aryloxybut-2'-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-arytoxybut-2-ynyl)-N-methylamine (3a-e). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00198-3