ethyl 4-methyl-5-phenyl-4-pentenoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-methyl-5-phenyl-4-pentenoate
• 英文别名: ethyl 4-methyl-5-phenylpent-4-enoate
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: YXZAPBRSXVQQRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 4-methyl-5-phenyl-4-pentenoate 在 吡啶 、 草酰氯 、 水 、 N,N-二甲基甲酰胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 (Z)-4-methyl-N,5-diphenylpent-4-enamide
  参考文献：
  名称：

  Pd(II)-Catalyzed Intramolecular Amidoarylation of Alkenes with Molecular Oxygen as Sole Oxidant

  摘要：

  Stereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step.

  DOI：

  10.1021/ol2006083
• 作为产物：
  描述：

  benzylchlorotriphenylphosphorane 、 乙酰丙酸乙酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 ethyl 4-methyl-5-phenyl-4-pentenoate
  参考文献：
  名称：

  Substituted guanidine derivatives and process for producing the same

  摘要：

  通式（1）所代表的化合物： 其中R1、R2、R3、R4和R5中的每一个是氢原子、烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、芳香基、酰基或类似物；Y1、Y2、Y3和Y4中的每一个是单键、—CH2—、—O—、—CO—或类似物，前提是至少两个Y1到Y4中的独立团是单键以外的团；以及Z可以不存在，或者一个或多个Z可以存在且独立地是烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、卤素原子、羧基、烷氧羰基、芳香基、酰基或类似物，对于由于钠/质子交换传输系统加速而引起的疾病，具有治疗或预防作用。

  公开号：

  US06369110B1

文献信息

• Phosphazene Base-Catalyzed Intramolecular Hydroamidation of Alkenes with Amides
  作者：Junpei Matsuoka、Yumika Fujimoto、Akari Miyawaki、Yasutomo Yamamoto

  DOI：10.1021/acs.orglett.2c03870

  日期：2022.12.30

  A method for the synthesis of cyclic amides via phosphazene base-catalyzed intramolecular hydroamidation of amide alkenes was developed. The reaction using a catalytic amount of P4-base had a good functional group tolerance and a broad substrate scope and could also be used to synthesize lactam, cyclic urea, and oxazolidinone compounds. This catalytic system was expanded to a one-pot intramolecular

  开发了一种通过磷腈碱催化酰胺烯烃分子内加氢酰胺化反应合成环状酰胺的方法。催化量的P4-碱反应具有良好的官能团耐受性和广泛的底物范围，也可用于合成内酰胺、环脲和恶唑烷酮类化合物。该催化系统被扩展为一锅法分子内加氢酰胺化和分子间加氢烷基化。氘标记和自由基捕获实验为加氢酰胺化反应的催化循环提供了机理见解。
• Substituted guanidine derivatives and process for producing the same
  申请人：Sumitomo Pharmaceuticals Company

  公开号：US06369110B1

  公开（公告）日：2002-04-09

  A compound represented by the general formula (1): wherein each of R1, R2, R3, R4 and R5 is a hydrogen atom, an alkyl group, a substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, a saturated heterocyclic group, an aromatic group, an acyl group or the like; each of Y1, Y2, Y3 and Y4 is a single bond, —CH2—, —O—, —CO— or the like, provided that at least two of Y1 through Y4 are independently a group other than a single bond; and Z may be absent, or one or more Zs may be present and are independently an alkyl group, a substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, a saturated heterocyclic group, a halogen atom, a carboxyl group, an alkoxycarbonyl group, an aromatic group, an acyl group or the like, is useful as a therapeutic or prophylactic agent for diseases caused by the acceleration of the sodium/proton exchange transport system.

  通式（1）所代表的化合物： 其中R1、R2、R3、R4和R5中的每一个是氢原子、烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、芳香基、酰基或类似物；Y1、Y2、Y3和Y4中的每一个是单键、—CH2—、—O—、—CO—或类似物，前提是至少两个Y1到Y4中的独立团是单键以外的团；以及Z可以不存在，或者一个或多个Z可以存在且独立地是烷基、取代烷基、烯基、炔基、环烷基、环烯基、饱和杂环基、卤素原子、羧基、烷氧羰基、芳香基、酰基或类似物，对于由于钠/质子交换传输系统加速而引起的疾病，具有治疗或预防作用。
• Pd(II)-Catalyzed Intramolecular Amidoarylation of Alkenes with Molecular Oxygen as Sole Oxidant
  作者：Kai-Tai Yip、Dan Yang

  DOI：10.1021/ol2006083

  日期：2011.4.15

  Stereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step.