2-acetylamino-2-{2-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)phenoxy]-ethyl}-malonic acid diethyl ester | 518343-91-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetylamino-2-{2-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)phenoxy]-ethyl}-malonic acid diethyl ester
• 英文别名: Diethyl 2-acetamido-2-[2-[4-(1-ethoxy-2-methyl-1-oxopropan-2-yl)oxyphenoxy]ethyl]propanedioate
• CAS: 518343-91-4
• 化学式: C₂₃H₃₃NO₉
• 分子量: 467.516
• InChiKey: CQBKYHPJTBMDJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-acetylamino-2-{2-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)phenoxy]-ethyl}-malonic acid diethyl ester 在 sodium hydroxide 、 三乙酰氧基硼氢化钠 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 32.75h， 生成 2-[benzyl-(biphenyl-4-carbonyl)-amino]-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl 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
• 作为产物：
  描述：

  2-(4-羟基苯氧基)-2-甲基 丙酸乙酯 在 sodium hydride 、 potassium carbonate 、 sodium sulfate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.5h， 生成 2-acetylamino-2-{2-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)phenoxy]-ethyl}-malonic acid diethyl 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.