ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-2-(4-methoxyphenyl)vinyl]oxazole-4-carboxylate | 1373888-76-6

• 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: ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-2-(4-methoxyphenyl)vinyl]oxazole-4-carboxylate
• 英文别名: ethyl 2-[(Z)-2-(4-methoxyphenyl)-1-(phenylmethoxycarbonylamino)ethenyl]-1,3-oxazole-4-carboxylate
• CAS: 1373888-76-6
• 化学式: C₂₃H₂₂N₂O₆
• 分子量: 422.437
• InChiKey: DKKINIKZVVIFER-UYRXBGFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (Z)-Cbz-ΔTyr(Me)-OH 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 5.83h， 生成 ethyl (Z)-2-[1-(((benzyloxy)carbonyl)amino)-2-(4-methoxyphenyl)vinyl]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

文献信息

• Scope and Limitations of a Modified Hantzsch Reaction for the Synthesis of Oxazole-Dehydroamino Acid Derivatives from Dehydroamino Acid Amides
  作者：Shoji Akai、Ken-ichi Sato、Akihiro Nagaya、Yoji Yamagishi、Yasuchika Yonezawa、Chung-gi Shin

  DOI：10.3987/com-11-12372

  日期：——

  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.