3-{4-[3-(2-methoxyphenyl)-4,5-dihydroisoxazol-5-yl]phenyl}cyclobut-2-enone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-{4-[3-(2-methoxyphenyl)-4,5-dihydroisoxazol-5-yl]phenyl}cyclobut-2-enone
• 英文别名: 3-[4-[3-(2-Methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]phenyl]cyclobut-2-en-1-one；3-[4-[3-(2-methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]phenyl]cyclobut-2-en-1-one
• 化学式: C₂₀H₁₇NO₃
• 分子量: 319.36
• InChiKey: OTVGGLJRVNOSMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  4-氯甲基苯乙烯 、 2-甲氧基苯甲醛肟 、 环氧氯丙烷 以28%的产率得到3-{4-[3-(2-methoxyphenyl)-4,5-dihydroisoxazol-5-yl]phenyl}cyclobut-2-enone
  参考文献：
  名称：

  Solid-Phase Synthesis of Novel Isoxazolocyclobutanones and Isoxazolinocyclobutenones

  摘要：

  [GRAPHICS]The preparation of novel isoxazolocyclobutanone and isoxazolinocyclobutenone derivatives via a traceless solid-phase sulfone linker strategy is described. Key steps in the solid-phase protocol reported here include (1) sulfinate --> sulfone alkylation, (11) four-member ring formation by sulfone dianion alkylation, (iii) heterocycle formation by nitrile oxide 1,3-dipolar cycloaddition, and (iv) traceless product release by cyclobutanol --> cyclobutanone oxidation with concomitant linker cleavage by sulfinate elimination.

  DOI：

  10.1021/ol017194n

文献信息

• Solid-Phase Synthesis of Novel Isoxazolocyclobutanones and Isoxazolinocyclobutenones
  作者：Wei-Chieh Cheng、Melissa Wong、Marilyn M. Olmstead、Mark J. Kurth

  DOI：10.1021/ol017194n

  日期：2002.3.1

  [GRAPHICS]The preparation of novel isoxazolocyclobutanone and isoxazolinocyclobutenone derivatives via a traceless solid-phase sulfone linker strategy is described. Key steps in the solid-phase protocol reported here include (1) sulfinate --> sulfone alkylation, (11) four-member ring formation by sulfone dianion alkylation, (iii) heterocycle formation by nitrile oxide 1,3-dipolar cycloaddition, and (iv) traceless product release by cyclobutanol --> cyclobutanone oxidation with concomitant linker cleavage by sulfinate elimination.