5-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-3-isoxazolecarboxylic acid methyl ester | 1313396-25-6

• 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: 5-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-3-isoxazolecarboxylic acid methyl ester
• 英文别名: Methyl 5-[2-cyclohexyl-4-[4-fluoro-3-(trifluoromethyl)phenyl]phenyl]-1,2-oxazole-3-carboxylate
• CAS: 1313396-25-6
• 化学式: C₂₄H₂₁F₄NO₃
• 分子量: 447.429
• InChiKey: ZCAQGEVIGVIXHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-3-isoxazolecarboxylic acid methyl ester 在 sodium hydroxide 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以100%的产率得到5-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-3-isoxazolecarboxylic acid
  参考文献：
  名称：

  Silver-catalyzed synthesis of disubstituted isoxazoles by cyclization of alkynyl oxime ethers

  摘要：

  A facile and practical synthesis of 3,5-disubstituted isoxazoles via a silver-catalyzed cyclization and subsequent protonation of alkynyl oxime ethers has been developed. The methodology was successfully applied to the synthesis of a biologically active isoxazolecarboxylic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.083
• 作为产物：
  描述：

  4-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-2-oxo-3-butynoic acid methyl ester 在 吡啶 、 silver tetrafluoroborate 、 sodium sulfate 、 苯酚 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 170.0h， 生成 5-[3-cyclohexyl-4'-fluoro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-3-isoxazolecarboxylic acid methyl ester
  参考文献：
  名称：

  Silver-catalyzed synthesis of disubstituted isoxazoles by cyclization of alkynyl oxime ethers

  摘要：

  A facile and practical synthesis of 3,5-disubstituted isoxazoles via a silver-catalyzed cyclization and subsequent protonation of alkynyl oxime ethers has been developed. The methodology was successfully applied to the synthesis of a biologically active isoxazolecarboxylic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.083

文献信息

• Silver-catalyzed synthesis of disubstituted isoxazoles by cyclization of alkynyl oxime ethers
  作者：Masafumi Ueda、Yuki Ikeda、Aoi Sato、Yuta Ito、Maiko Kakiuchi、Hiroko Shono、Tetsuya Miyoshi、Takeaki Naito、Okiko Miyata

  DOI：10.1016/j.tet.2011.04.083

  日期：2011.6

  A facile and practical synthesis of 3,5-disubstituted isoxazoles via a silver-catalyzed cyclization and subsequent protonation of alkynyl oxime ethers has been developed. The methodology was successfully applied to the synthesis of a biologically active isoxazolecarboxylic acid. (C) 2011 Elsevier Ltd. All rights reserved.