ethyl (Z)-2-[1-(((tert-butoxy)carbonyl)amino)prop-1-en-1-yl]oxazole-4-carboxylate | 1373888-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl (Z)-2-[1-(((tert-butoxy)carbonyl)amino)prop-1-en-1-yl]oxazole-4-carboxylate
• 英文别名: Boc-ΔAbu-Ozl-OEt
• CAS: 1373888-72-2
• 化学式: C₁₄H₂₀N₂O₅
• 分子量: 296.323
• InChiKey: MLZCZMXRZAMENV-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.66
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (Z)-2-(t-butoxycarbonylamino)butenoic acid 在 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.83h， 生成 ethyl (Z)-2-[1-(((tert-butoxy)carbonyl)amino)prop-1-en-1-yl]oxazole-4-carboxylate
  参考文献：
  名称：

  Scope and Limitations of a Modified Hantzsch Reaction for the Synthesis of Oxazole-Dehydroamino Acid Derivatives from Dehydroamino Acid Amides

  摘要：

  A variety of oxazole derivatives that possess an alpha,beta-unsaturated substituent at the 2-position were conveniently synthesized in good yields via a Hantzsch-type reaction between dehydroamino acid amides and P-bromopyruvate derivatives. Furthermore, oxazoles with substituents at the 2- and 5-positions were also obtained in good yields using the corresponding beta-substituted beta-bromopyruvate derivatives. A revised reaction mechanism to explain the enhanced reactivity of dehydroamino acid amides for the Hantzsch-oxazole-type reaction is presented.

  DOI：

  10.3987/com-11-12372