2-methyl-2-(4-{2-[5-methyl-2-(4-phenyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-phenoxy)-propionic acid methyl ester | 518343-98-1

• 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: 2-methyl-2-(4-{2-[5-methyl-2-(4-phenyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-phenoxy)-propionic acid methyl ester
• 英文别名: Methyl 2-methyl-2-[4-[2-[5-methyl-2-(4-phenylcyclohexyl)-1,3-oxazol-4-yl]ethoxy]phenoxy]propanoate
• CAS: 518343-98-1
• 化学式: C₂₉H₃₅NO₅
• 分子量: 477.601
• InChiKey: SEJCVVCEAXMPSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methyl-2-(4-{2-[5-methyl-2-(4-phenyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-phenoxy)-propionic acid methyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到2-methyl-2-(4-{2-[5-methyl-2-(4-phenyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-phenoxy)-propionic acid
  参考文献：
  名称：

  Application of the Dakin−West Reaction for the Synthesis of Oxazole-Containing Dual PPARα/γ Agonists

  摘要：

  An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.

  DOI：

  10.1021/jo026655v
• 作为产物：
  描述：

  2-(4-羟基苯氧基)-2-甲基 丙酸乙酯 在 吡啶 、 盐酸 、 sodium hydride 、 potassium carbonate 、 sodium sulfate 、 三乙胺 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.33h， 生成 2-methyl-2-(4-{2-[5-methyl-2-(4-phenyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-phenoxy)-propionic acid methyl ester
  参考文献：
  名称：

  Application of the Dakin−West Reaction for the Synthesis of Oxazole-Containing Dual PPARα/γ Agonists

  摘要：

  An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.

  DOI：

  10.1021/jo026655v

文献信息

• Application of the Dakin−West Reaction for the Synthesis of Oxazole-Containing Dual PPARα/γ Agonists
  作者：Alexander G. Godfrey、Dawn A. Brooks、Lynne A. Hay、Mary Peters、James R. McCarthy、David Mitchell

  DOI：10.1021/jo026655v

  日期：2003.4.1

  An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.