4,5-dihydro-3-(3,4-dimethoxyphenyl)-5-methyl-5-(2-phenylethenyl)isoxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-dihydro-3-(3,4-dimethoxyphenyl)-5-methyl-5-(2-phenylethenyl)isoxazole
• 英文别名: 3-(3,4-dimethoxyphenyl)-5-methyl-5-[(E)-2-phenylethenyl]-4H-1,2-oxazole
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: KKOBGWBZVYCHKL-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3',4'-dimethoxyacetophenone oxime 、 苄叉丙酮 在 lithium diisopropyl amide 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.36h， 以85%的产率得到4,5-dihydro-3-(3,4-dimethoxyphenyl)-5-methyl-5-(2-phenylethenyl)isoxazole
  参考文献：
  名称：

  The Preparation of 4,5-Dihydro-5-Phenyl-5-(2-Phenylethenyl)Isoxazoles, 4,5-Dihydro-5-Methyl-5-(2-Phenylethenyl)Isoxazoles, or 4,5-Dihydro-5,5-DI-(2-Phenylethenyl)Isoxazoles from Dilithiated C(α),O-Oximes and Select α,β–-Unsaturated Ketones

  摘要：

  C(alpha),O-oximes were dilithiated with lithium diisopropylamide and condensed with three a,P-unsaturated ketones: (2E)-1,3-diphenyl-2-propen-1-one, or (1E, 4E)-1,5-diphenyl-1,4-pentadien-3-one, or (3E)-4-phenyl-3-buten-2-one, followed by immediate acid cyclization to variously substituted 4,5-dihydro-isoxazoles: 4,5-dihydro-5-phenyl-5-(2-phenylethenyl) 4,5-dihydro-5-methyl-5-(2-phenylethenyl)isoxazoles, or 4,5-dihydro-5,5-di-(2-phenylethenyl)isoxazoles.

  DOI：

  10.1080/00397910008087396

文献信息

• The Preparation of 4,5-Dihydro-5-Phenyl-5-(2-Phenylethenyl)Isoxazoles, 4,5-Dihydro-5-Methyl-5-(2-Phenylethenyl)Isoxazoles, or 4,5-Dihydro-5,5-DI-(2-Phenylethenyl)Isoxazoles from Dilithiated C(α),<i>O</i>-Oximes and Select α,β–-Unsaturated Ketones
  作者：Jessica D. Townsend、Wayne Kelley、Kelly L. Rose、Deborah A. Schady、Jennifer R. Downs、Heather A. Greer、Stefan J. Pastine、Charles F. Beam

  DOI：10.1080/00397910008087396

  日期：2000.1

  C(alpha),O-oximes were dilithiated with lithium diisopropylamide and condensed with three a,P-unsaturated ketones: (2E)-1,3-diphenyl-2-propen-1-one, or (1E, 4E)-1,5-diphenyl-1,4-pentadien-3-one, or (3E)-4-phenyl-3-buten-2-one, followed by immediate acid cyclization to variously substituted 4,5-dihydro-isoxazoles: 4,5-dihydro-5-phenyl-5-(2-phenylethenyl) 4,5-dihydro-5-methyl-5-(2-phenylethenyl)isoxazoles, or 4,5-dihydro-5,5-di-(2-phenylethenyl)isoxazoles.