3-(1-adamantyl)-4-(4-methoxybenzylidene)-4,5-dihydroisoxazol-5-one | 1259987-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(1-adamantyl)-4-(4-methoxybenzylidene)-4,5-dihydroisoxazol-5-one
• 英文别名: 3-(1-Adamantyl)-4-(4-methoxybenzylidene)-4,5-dihydroisoxazol-5-one；3-(1-adamantyl)-4-[(4-methoxyphenyl)methylidene]-1,2-oxazol-5-one
• CAS: 1259987-44-4
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: CQAWLCTXQRWRSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(adamantan-1-yl)isoxazol-5(4H)-one 、 4-甲氧基苯甲醛 反应 2.0h， 以75%的产率得到3-(1-adamantyl)-4-(4-methoxybenzylidene)-4,5-dihydroisoxazol-5-one
  参考文献：
  名称：

  Synthesis and Some Chemical Transformations of Adamantyl-Substituted Pyrazolones

  摘要：

  1-Substituted 3-(1-adamantyl)-4,5-dihydro-1H-pyrazol-5-ones and 3-(1-adamantyl)-4,5-dihydroiso-xazol-5-one were synthesized by reaction of ethyl 3-(1-adamantyl)-3-oxopropanoate with various hydrazine derivatives and hydroxylamine hydrochloride. Nitrosation of adamantyl-substituted pyrazolones with sodium nitrite in acetic acid gave the corresponding 4-hydroxyimino derivatives. Reactions of 3-(1-adamantyl)-4,5-di-hydro-1H-pyrazol-5-ones and 3-(1-adamantyl)-4,5-dihydroisoxazol-5-one with aromatic and heterocyclic aldehydes led to the formation of condensation products at position 4 of the heteroring.

  DOI：

  10.1134/s1070428010100209

文献信息

• Synthesis and Some Chemical Transformations of Adamantyl-Substituted Pyrazolones
  作者：K. M. Bormasheva、S. A. Kon’kov、I. K. Moiseev

  DOI：10.1134/s1070428010100209

  日期：2010.10

  1-Substituted 3-(1-adamantyl)-4,5-dihydro-1H-pyrazol-5-ones and 3-(1-adamantyl)-4,5-dihydroiso-xazol-5-one were synthesized by reaction of ethyl 3-(1-adamantyl)-3-oxopropanoate with various hydrazine derivatives and hydroxylamine hydrochloride. Nitrosation of adamantyl-substituted pyrazolones with sodium nitrite in acetic acid gave the corresponding 4-hydroxyimino derivatives. Reactions of 3-(1-adamantyl)-4,5-di-hydro-1H-pyrazol-5-ones and 3-(1-adamantyl)-4,5-dihydroisoxazol-5-one with aromatic and heterocyclic aldehydes led to the formation of condensation products at position 4 of the heteroring.