2-methyl-3-p-tolylpropan-1-ol | 105984-60-9

• 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-methyl-3-p-tolylpropan-1-ol
• 英文别名: 2-Methyl-3-p-tolyl-propan-1-ol；2-methyl-3-(4-methylphenyl)propan-1-ol
• CAS: 105984-60-9
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: TUKWBYNFHMOXCG-UHFFFAOYSA-N

物化性质

• 沸点：
  129 °C(Press: 12 Torr)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-methyl-3-p-tolylpropan-1-ol 生成 1-(γ-bromo-isobutyl)-4-methyl-benzene
  参考文献：
  名称：

  BYMASTER D. L.; PICKERING R. E.; DOBBS T. K.; EISENBRAUN E. J., J. LABELLED COMPOUNDS AND RADIOPHARM., 23,(1986) N 6, 657-665

  摘要：

  DOI：
• 作为产物：
  描述：

  Alpha-4-二甲基苯丙醛 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 以79%的产率得到2-methyl-3-p-tolylpropan-1-ol
  参考文献：
  名称：

  Esters of benzoic, 5-arylisoxazole-3-carboxylic and 4,5-dichloroisothiazole-3-carboxylic acids

  摘要：

  DOI：

  10.1134/s107036321406019x

文献信息

• Highly pH-Dependent Chemoselective Transfer Hydrogenation of α,β-Unsaturated Aldehydes in Water
  作者：Nianhua Luo、Jianhua Liao、Lu Ouyang、Huiling Wen、Jitian Liu、Weiping Tang、Renshi Luo

  DOI：10.1021/acs.organomet.9b00353

  日期：2019.8.12

  electron-poor substituents on the aryl group of α,β-unsaturated aldehydes can be tolerated, affording the corresponding products in excellent yields with high TOF values. High selectivity and yields were also observed for α,β-unsaturated aldehydes with aliphatic substituents. Our mechanistic investigations indicate that the pH value is critical to the chemoselectivity.

  在水中实现了pH依赖的选择性Ir催化的α，β-不饱和醛的加氢反应。在低pH下使用HCOOH作为氢化物供体，仅获得不饱和醇产物，而在高pH下，优先使用HCOONa作为氢化物供体形成饱和醇产物。可以耐受包括α，β-不饱和醛的芳基上的富电子以及贫电子取代基在内的各种官能团，从而以高收率提供具有高收率的相应产物。还观察到具有脂族取代基的α，β-不饱和醛的高选择性和产率。我们的机理研究表明，pH值对化学选择性至关重要。
• Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates
  作者：Meredith S. Eno、Alexander Lu、James P. Morken

  DOI：10.1021/jacs.6b03384

  日期：2016.6.29

  Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate

  描述了对称环状硫酸盐和芳香格氏试剂之间的镍催化的对映选择性交叉偶联。这些反应对广泛的取代环硫酸盐有效，并提供具有不对称叔碳中心的产物。机理实验表明，镍络合物在亲电子底物上发生了立体反转的 SN2 样氧化加成反应。
• Highly enantioselective hydrogenation of 2-substituted-2-alkenols catalysed by a ChenPhos–Rh complex
  作者：Quanjun Wang、Xueying Liu、Xian Liu、Bin Li、Huifang Nie、Shengyong Zhang、Weiping Chen

  DOI：10.1039/c3cc47727d

  日期：——

  Highly enantioselective hydrogenation of a variety of 2-substituted-2-alkenols has been achieved using a ChenPhos–Rh complex as catalyst, giving ≥99% ee for most substrates. Optically active antifungal agent amorolfine was first synthesised using hydrogenation as the key step.

  已经成功地使用ChenPhos–Rh复合物作为催化剂，对多种2-取代-2-烯醇进行了高度的对映选择性氢化，为大多数底物提供了≥99%的对映体过量（ee）。光学活性抗真菌剂阿莫洛芬首次通过氢化作为关键步骤合成。
• Synthesis of 1,3,4,5-Tetrahydro-2-benzoxepin Derivatives as Conformationally Restricted Analogues of cyclamenaldehyde-type compounds and as intermediates for highly odour-active homologues
  作者：Georges Skouroumounis、B�at Winter

  DOI：10.1002/hlca.19960790418

  日期：1996.6.26

  Nine 1,3,4,5-tetrahydro-2-benzoxepin derivatives have been prepared as mimics of the folded (gauche) conformation of cyclamenaldehyde (1) and related compounds, but none of them showed the typical lily-of-the valley (muguet) odour activity. However, conversion of these substances to previously unknown analogues of 1 having a Me substituent on the aromatic ring in an ortho position to the side chain

  已制备了九种1,3,4,5-四氢-2-苯并二恶英衍生物，以模拟仙客来醛（1）及其相关化合物的折叠（gauche）构象，但它们均未显示出典型的铃兰（气味）。然而，将这些物质转化为先前未知的类似物1，该类似物在芳环的侧链的邻位具有Me取代基，从而产生了具有显着性能的新的芳香物质。结果表明，扩展的（抗）构象更有可能是在受体位点的“生物活性”构象。
• Purine derivatives as a2a agonists
  申请人：Fairhurst Robin Alec

  公开号：US20100240680A1

  公开（公告）日：2010-09-23

  Compounds of formula (I): or stereoisomers or pharmaceutically acceptable salts thereof, wherein W, R 1 , R 2 and R 3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A 2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

  式(I)的化合物或其立体异构体或药学上可接受的盐，其中W，R1，R2和R3的含义如说明书中所示，可用于治疗通过激活腺苷A2A受体介导的疾病，特别是炎症或阻塞性气道疾病。还描述了含有该化合物的药物组合物和制备该化合物的过程。