3-(4-hydroxyphenyl)-5-pentylisoxazole | 914784-11-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(4-hydroxyphenyl)-5-pentylisoxazole
• 英文别名: 5-amyl-3-(4-hydroxyphenyl)isoxazole；4-(5-Pentyl-1,2-oxazol-3(2H)-ylidene)cyclohexa-2,5-dien-1-one；4-(5-pentyl-1,2-oxazol-3-yl)phenol
• CAS: 914784-11-5
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: QEESNZRKQXSXPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-hydroxyphenyl)-5-pentylisoxazole 在 镍 氢气 作用下， 以 甲醇 为溶剂， 反应 9.5h， 以92%的产率得到1-amino-1-(4-hydroxyphenyl)oct-1-en-3-one
  参考文献：
  名称：

  Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series

  摘要：

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.

  DOI：

  10.1134/s1070428006050083
• 作为产物：
  描述：

  3-(4-乙酰氧基苯基)-5-戊基-2-异恶唑啉 在 N-溴代丁二酰亚胺(NBS) 、 氢氧化钾 作用下， 以 四氯化碳 、 甲醇 、 水 为溶剂， 反应 3.0h， 以50%的产率得到3-(4-hydroxyphenyl)-5-pentylisoxazole
  参考文献：
  名称：

  Synthesis of liquid-crystalline substances from the 5-alkyl-5-arylisoxazole series

  摘要：

  The oxidation of 3-(4-acetoxyphenyl)-5-pentyl-2-isoxazoline with N-bromosuccinimide followed by hydrolysis of the oxidation product furnished 3-(4-hydroxyphenyl)-5-pentyl-isoxazole. Its esterification or benzylation afforded the target liquid-crystalline 3-aryl-5-pentyl-isoxazoles.

  DOI：

  10.1134/s1070428002120151

文献信息

• 6-NITRO-2,3-DIHYDROIMIDAZO[2,1-b]OXAZOLES AND A PROCESS FOR THE PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20160244462A1

  公开（公告）日：2016-08-25

  The present invention relates to newer generation of triazoles, tetrazoles, isoxazoles, urea and sulphonamide functionalities containing 6-nitro-2, 3-dihydronitroimidazooxazoles agents of formula 1, their method of preparation, and their use as drugs for treating Mycobacterium tuberculosis , MDR-TB and XDR-TB either alone or in combination with other anti-tubercular agents. In the present invention, new generation 6-nitro-2, 3-dihydronitroimidazooxazoles agents also show acceptable pharmacokinetic properties and synergistic or additive effects with known anti-tubercular drugs.
• Synthesis of liquid-crystalline substances from the 5-alkyl-5-arylisoxazole series
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428002120151

  日期：2006.2

  The oxidation of 3-(4-acetoxyphenyl)-5-pentyl-2-isoxazoline with N-bromosuccinimide followed by hydrolysis of the oxidation product furnished 3-(4-hydroxyphenyl)-5-pentyl-isoxazole. Its esterification or benzylation afforded the target liquid-crystalline 3-aryl-5-pentyl-isoxazoles.
• Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428006050083

  日期：2006.5

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.