3-Isopropyl-3-(p-methoxyphenyl)-propionsaeure | 39510-08-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-Isopropyl-3-(p-methoxyphenyl)-propionsaeure
• 英文别名: 3-(4-Methoxyphenyl)-4-methylpentanoic acid
• CAS: 39510-08-2
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: IJYNCBAHVKZWIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  345.1±25.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Isopropyl-3-(p-methoxyphenyl)-propionsaeure 在 lithium aluminium tetrahydride 作用下， 生成 4-Isopropyl-4-(p-methoxyphenyl)butyronitril
  参考文献：
  名称：

  Kasturi,T.R.; Thomas,M., Indian Journal of Chemistry, 1972, vol. 10, p. 777 - 785

  摘要：

  DOI：
• 作为产物：
  描述：

  p-甲氧基异苯丁酮 生成 3-Isopropyl-3-(p-methoxyphenyl)-propionsaeure
  参考文献：
  名称：

  Kasturi,T.R.; Thomas,M., Indian Journal of Chemistry, 1972, vol. 10, p. 777 - 785

  摘要：

  DOI：

文献信息

• Construction of Enantioenriched 9<i>H</i>-Fluorene Frameworks via a Cascade Reaction Involving Remote Vinylogous Dynamic Kinetic Resolution
  作者：Cui-Xia Hu、Lin Chen、Di Hu、Xue Song、Zhi-Chao Chen、Wei Du、Ying-Chun Chen

  DOI：10.1021/acs.orglett.0c03372

  日期：2020.11.20

  transmission along the aromatic system, thus enabling dynamic kinetic resolution via a traditional reversible deprotonation–protonation process. Enantioenriched 9-substituted 9H-fluorene frameworks were finally constructed through an asymmetric vinylogous Michael addition to nitroolefins, followed by a cascade cyclization and oxidative aromatization process, under the catalysis of a chiral bifunctional thiourea-tertiary

  3-取代的1-茚满酮的α，α-二氰基烯烃的苄基CH基团可以通过沿芳族体系传输而被显着活化，从而通过传统的可逆去质子化-质子化过程实现动态动力学拆分。最终通过在手性双官能硫脲-叔胺的催化下，将不对称乙烯基迈克尔加成至硝基烯烃，然后进行级联环化和氧化芳构化过程，来构建对映体富集的9-取代的9 H-芴骨架。
• Ruthenium-Catalyzed Intramolecular Arene C(sp²)–H Amidation for Synthesis of 3,4-Dihydroquinolin-2(1<i>H</i>)-ones
  作者：Wenlong Sun、Cho-Hon Ling、Chi-Ming Au、Wing-Yiu Yu

  DOI：10.1021/acs.orglett.1c00781

  日期：2021.5.7

  2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)–H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization

  我们报道了[Ru（对-cymene）（l-脯氨酸）Cl]（[Ru1]）催化的1,4,2-二恶唑-5-酮环化反应形成二氢喹啉-2-酮，具有优异的产率和极好的区域选择性通过正式的分子内芳烃C（sp 2）–H酰胺化。2-和4-取代的芳基二恶唑酮的反应首先通过在芳烃位点上的亲电酰胺化的螺内酰胺化进行，该芳烃位点对取代基是对位的或邻位的。Hammett相关性研究表明，螺内酰胺化可能是由于对苯丙氨酸的亲电子亚硝基化合物攻击而发生的，其特征是-0.73的负ρ值。
• Asymmetric Synthesis of <i>cis</i>-7-Methoxycalamenene via the Intramolecular Buchner Reaction of an α-Diazoketone
  作者：Paul A. McDowell、David A. Foley、Patrick O’Leary、Alan Ford、Anita R. Maguire

  DOI：10.1021/jo202499j

  日期：2012.2.17

  The asymmetric synthesis of cis-7-methoxycalamenene 1 has been accomplished using the intramolecular Buchner reaction of α-diazoketone 7 as the key step in the synthetic route. Upon reduction of the equilibrating azulenone structure 8, the resulting azulenol 9 rearranges to dihydronaphthalene 10 containing the 6,6-membered bicyclic ring system characteristic of 1, by means of an acid-catalyzed aromatization

  顺式-7-甲氧基cal并烯1的不对称合成是利用α-二氮杂酮7的分子内布赫纳反应作为合成途径中的关键步骤完成的。在平衡的氮杂环戊烯酮结构8还原后，所得的氮杂环戊烯9通过酸催化的芳构化过程重排为含有特征为1的6，6-元双环系统的二氢萘10。通过三步反应序列可以实现10到1的转化。
• Dynamic Equilibria in the Products of Intramolecular Buchner Additions of Diazoketones to Aryl Rings Bearing Methoxy Substituents
  作者：Anita R. Maguire、Patrick O'Leary、Francis Harrington、Simon E. Lawrence、Alexander J. Blake

  DOI：10.1021/jo015750l

  日期：2001.10.1

  Rhodium carboxylate catalyzed aromatic addition reactions of a range of diazoketones bearing methoxy-substituted aryl rings have been explored. While the existence of norcaradiene-cycloheptatriene equilibria in related compounds is well established, the aromatic addition products in this study display more complex dynamic equilibria due to conjugation with the methoxy group; the experimental evidence for this is discussed in detail. In the azulenone products 21-26 derived from p-methoxy-substituted diazoketones 14-16, the diastereomers interconvert via a spiro intermediate 39. A related mechanistic process in the azulenones 43-46 derived from the o-methoxy-substituted diazoketones 17, 18 interconverts regioisomers, explaining the conflicting reports for the regioselectivity of the cyclization of diazoketone 1. With the m-methoxy-substituted diazoketone 19, involvement of the methoxy group through a different pathway results in fragmentation of the azulenone to form the tetralone 47. With the azulenones 21-26 exclusive trapping of the norcaradiene associated with the less thermodynamically stable diastereomers in a cycloadduct with N-phenylmaleimide is observed. Due to the presence of the activating methoxy substituent on the aromatic ring, the aromatic addition reactions of the diazoketones studied were not very sensitive to the nature of the rhodium catalyst.