2-oxo-propionic acid 1-phenethylbut-3-enyl ester

• 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-oxo-propionic acid 1-phenethylbut-3-enyl ester
• 英文别名: 2-Oxo-propionic acid 1-phenethyl-but-3-enyl ester；1-Phenylhex-5-en-3-yl 2-oxopropanoate
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: DQKODMLWCBBRIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯基-5-己烯-3-醇 在 二氯氧化铬 苯甲酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以88%的产率得到2-oxo-propionic acid 1-phenethylbut-3-enyl ester
  参考文献：
  名称：

  Nucleophilic acyl substitutions of anhydrides catalyzed by oxometallic complexes

  摘要：

  本发明揭示了一种由氧化金属配合物催化的酰亲核取代（NAS）的无水酐方法。根据所述方法，酰亲核取代反应可以在氧化金属配合物的催化下发生，其中氧化金属配合物包括来自IVB、VB和VIB族的金属。

  公开号：

  US20060173213A1

文献信息

• Nucleophilic Acyl Substitutions of Anhydrides with Protic Nucleophiles Catalyzed by Amphoteric, Oxomolybdenum Species
  作者：Chien-Tien Chen、Jen-Huang Kuo、Vijay D. Pawar、Yogesh S. Munot、Shieu-Shien Weng、Cheng-Hsiu Ku、Cheng-Yuan Liu

  DOI：10.1021/jo048363v

  日期：2005.2.1

  [GRAPHICS]Among six different group VIb oxometallic species examined, dioxomolybdenum dichloride and oxomolybdenum tetrachloride were the most efficient catalysts to facilitate nucleophilic acyl substitution (NAS) of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. In contrast to the well-recognized redox chemical behaviors associated with oxomolybdenum(VI) species, the catalytic NAS was unprecedented and tolerates virtually all kinds of functional groups. By using benzoic anhydride as a mediator for in situ generation of an incipient mixed anhydride -MoO2Cl2 adduct with a given functional alkanoic acid, one can achieve oleate, dipeptide, diphenylmethyl, N-Fmoc-alpha-amino, pyruvic, and tert-butylthio ester, N-tert-butylamide, and trityl methacrylate syntheses with appropriate protic nucleophiles. The amphoteric character of the Mo=O unit in oxomolybdenum chlorides was found to be responsible for the catalytic NAS profile as supported by a control NAS reaction of using an authentic adduct-MoOCl2(O-2-CBut)(2) between pivalic anhydride and MoO2Cl2 as the catalyst.
• Nucleophilic acyl substitutions of anhydrides catalyzed by oxometallic complexes
  申请人：Chen Chien-Tien

  公开号：US20060173213A1

  公开（公告）日：2006-08-03

  The present invention discloses a method of nucleophilic acyl substitution (NAS) of anhydrides catalyzed by oxometalic complex. According to the mentioned method, NAS reaction between anhydride(s) and highly functionalized protic nucleophile can be catalyzed by oxometallic complexes, wherein the oxometallic complexes compris the metals selected from IVB, VB, and VIB groups.

  本发明揭示了一种由氧化金属配合物催化的酰亲核取代（NAS）的无水酐方法。根据所述方法，酰亲核取代反应可以在氧化金属配合物的催化下发生，其中氧化金属配合物包括来自IVB、VB和VIB族的金属。