3-Methyl-4-phenylpentanoic acid | 35237-27-5

• 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: 3-Methyl-4-phenylpentanoic acid
• 英文别名: 3-methyl-4-phenyl-valeric acid；β-Methyl-γ-phenyl-n-valeriansaeure；2-Methyl-3-phenyl-butan-carbonsaeure-(1)；3-Methyl-4-phenyl-valeriansaeure
• CAS: 35237-27-5
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: XKYBANVIJAAGIL-UHFFFAOYSA-N

物化性质

• 沸点：
  175 °C(Press: 13 Torr)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Methyl-4-phenylpentanoic acid 在 乙醚 、 硫酸 作用下， 生成 Opt.-inakt. 4-Hydroxy-1.2.4-trimethyl-1.2.3.4-tetrahydro-naphthalin
  参考文献：
  名称：

  Polymethyl Aromatic Hydrocarbons. I. Synthesis of 1,2,4-Trimethylnaphthalene and 1,2-, 1,3- and 1,4-Dimethylnaphthalene

  摘要：

  DOI：

  10.1021/ja01864a020
• 作为产物：
  描述：

  3-methyl-4-phenyl-valeronitrile 在 盐酸 作用下， 生成 3-Methyl-4-phenylpentanoic acid
  参考文献：
  名称：

  v. Braun, Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 53

  摘要：

  DOI：

文献信息

• Stereoselective Preparation and Reactions of Configurationally Defined Dialkylzinc Compounds
  作者：Andreas Boudier、Christophe Darcel、Felix Flachsmann、Laurent Micouin、Martin Oestreich、Paul Knochel

  DOI：10.1002/1521-3765(20000804)6:15<2748::aid-chem2748>3.0.co;2-q

  日期：2000.8.4

  The reaction of cyclic and open-chain diastereomerically pure secondary organoboranes with diisopropylzinc allows the preparation of secondary dialkylzinc reagents with good to excellent retention of configuration as shown by deuterolysis and CuI- and Pd0-mediated reactions with electrophiles. The importance of a high boron-zinc exchange rate to obtain high diastereoselectivity has been shown. Improvement

  环状和开链非对映体纯的仲有机硼烷与二异丙基锌的反应可以制备仲二烷基锌试剂，具有良好或优异的构型保留性，如氘化以及CuI和Pd0介导的亲电反应所示。已经显示出高硼锌交换率对于获得高非对映选择性的重要性。锌中间体的构型稳定性和立体纯度的改善已通过使用单-异op杂基硼烷（（-）-IpcBH2）获得，其光学活性的二烷基锌化合物（至多96％ee）具有非对映选择性。
• Stereoselective preparation and reactions of configurationally-defined mixed acyclic dialkylzincs
  作者：Christophe Darcel、Felix Flachsmann、Paul Knochel

  DOI：10.1039/a707570g

  日期：——

  Mixed acyclic dialkylzincs are stereoselectively prepared from E- and Z-trisubstituted alkenes.

  混合无环二烷基锌是从E-和Z-三取代烯烃立体选择性地制备的。
• Steric Parameters in the Ir-Catalyzed Regio- and Diastereoselective Isomerization of Primary Allylic Alcohols
  作者：Houhua Li、Clément Mazet

  DOI：10.1021/ol403023x

  日期：2013.12.20

  The iridium-catalyzed diastereo- and regioselective isomerization of primary allylic alcohols using Crabtree's catalyst or sterically modified analogs is reported. The importance of the size of the substituents on either the substrates or the catalysts has been rationalized by linear free energy relationships.
• 731. Epimeric dihydroaromatic hydrocarbons: stereospecific syntheses of cis- and trans-1,2-dihydro-1,2-dimethylnaphthalenes and 9,10-dihydro-9,10-dimethylanthracenes
  作者：L. M. Jackman、J. W. Lown

  DOI：10.1039/jr9620003776

  日期：——
• [1,2]- and [1,4]-Wittig rearrangements of α-alkoxysilanes: effect of substitutions at both the migrating benzylic carbon and the terminal sp2 carbon of the allyl moiety
  作者：Edith N. Onyeozili、Luis M. Mori-Quiroz、Robert E. Maleczka

  DOI：10.1016/j.tet.2012.10.091

  日期：2013.1

  Substituted alpha-alkoxysilanes can be deprotonated by alkyllithium bases and made to undergo Wittig rearrangements to afford the [1,4]- and [1,2]-rearranged products in varying ratios. Substitution at the benzylic migrating carbon and/or at the allylic carbon of the allyl moiety impacts the rearrangement reaction, influencing the reactivity as well as the [1,4]-/[1,2]-selectivity. Diastereomeric alpha-alkoxysilanes show different reactivities with the syn diastereomer being the more reactive isomer. (c) 2012 Elsevier Ltd. All rights reserved.