2-(3-methoxy-4-methylphenyl)propan-2-ol | 40180-62-9

• 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-(3-methoxy-4-methylphenyl)propan-2-ol
• CAS: 40180-62-9
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: SXZWEDHVLUGDCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-methoxy-4-methylphenyl)propan-2-ol 在 dimethyl sulfide borane 、 对甲苯磺酸 、 对苯二酚 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 3.0h， 生成 rac-2-(3-methoxy-4-methylphenyl)propan-1-ol
  参考文献：
  名称：

  Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes

  摘要：

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.03.012
• 作为产物：
  描述：

  香芹酚甲醚 生成 2-(3-methoxy-4-methylphenyl)propan-2-ol
  参考文献：
  名称：

  Bourgeois,G.; Lalande,R., Bulletin de la Societe Chimique de France, 1972, p. 4324 - 4334

  摘要：

  DOI：

文献信息

• Solvolysis of 2-chloro-2(3,4-disubstituted) phenylpropanes: Validity of Hammett-Brown σ+ constants in assessing additive effects of substituents
  作者：Ahmed A. Taha

  DOI：10.1002/kin.20617

  日期：2012.8

  to depict such systems. The halogen substituents' extent of conformity with additivity reflected in their relative (kobsd/kcalcd) rate ratios is found to correlate with the steric size of substituents. Plots of rate ratios against Taft's steric factor of each halogen give a linear correlation coefficient of 0.994 for the 3‐halo substituents. The 3,4‐dimethyl substituents' relative rate ratio of 1.03

  这项研究的目的是测试扩展的Hammett-Brown方程log（k XX / k HH）=ρ + Σσ +的适用性，以描述令人满意的负电性含原子取代基的加和作用，已知该负电性取代基具有多种和多组分影响多取代苯的侧链反应。该方程式首次被用来关联取代基在2-氯-2-苯基丙烷（3b-3f）具有3 F，4 Me，3 Br，4 Me，3 I，4 Me，3 Me，4 Me或3 MeO，4 Me取代基。使用90％的丙酮水溶液作为溶剂，在288、298和308 K处滴定测定速率。发现这些取代基对母体枯基氯（2-氯-2-苯基丙烷）的溶剂分解速率和活化参数的测量加成效应与上述方程式具有很好的相关性。3b–3f的log（k XX / k HH）与先前针对Σσ +的研究中主要是二取代，三取代和单取代的枯基氯化物一起绘制的图给出0.990的线性相关系数，作为描述此类系统的方程有效性的量度。发现卤素取代基与它们的相对（k
• [EN] BENZOXAZINES AS MODULATORS OF ION CHANNELS<br/>[FR] BENZOXAZINES COMME MODULATEURS DES CANAUX IONIQUES
  申请人：VERTEX PHARMA

  公开号：WO2013067248A1

  公开（公告）日：2013-05-10

  The invention relates to benzoxazines useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及可用作离子通道抑制剂的苯并噁嗪。本发明还提供了包含本发明化合物的药用可接受组合物，以及使用这些组合物治疗各种疾病的方法。
• Synthesis and [*C]CO-labelling of (C,N) <i>gem</i>-dimethylbenzylamine–palladium complexes for potential applications in positron emission tomography
  作者：Morgan Cormier、Alexis Tabey、Thifanie Christine、Hélène Audrain、Eric Fouquet、Philippe Hermange

  DOI：10.1039/d1dt01633d

  日期：——

  reacted with [13C]carbon monoxide to produce the desired labelled lactams in 29% to 51% yields over the C–H activation/carbonylation steps. As representative examples, a non-natural amino acid and an estradiol-based conjugate were prepared and labelled in model experiments with [13C]CO in homogeneous or heterogeneous conditions. Especially, the latter was radiolabelled with [11C]CO using a convenient

  在极其温和的条件下，通过 C-H 活化，由偕二甲基苄胺衍生物合成了各种芳基-钯配合物。有趣的是，这些高度稳定的结构与[ 13C ]一氧化碳反应，在C-H活化/羰基化步骤中产生所需的标记内酰胺，产率为29%至51%。作为代表性实例，在均质或异质条件下使用[ 13 C]CO在模型实验中制备和标记非天然氨基酸和基于雌二醇的缀合物。特别是，后者使用树脂负载的钯络合物前体的方便程序用[ 11 C]CO进行放射性标记。因此，这些结果强烈表明，从偕-二甲基苄胺部分获得的环金属化钯配合物是用于正电子发射断层扫描的新型[ 11 C]示踪剂的实际合成的有前途的前体。
• Two-step Biocatalytic Resolution of rac-Primary Alcohol for Obtaining Each Isomeric Intermediate of Xanthorrhizol
  作者：Jung In Pyo、Ryung Wha Kim、Azam Sharif Mohammed Shafioul、Chiman Song、Chan Seong Cheong、Kwan Soo Kim

  DOI：10.5012/bkcs.2013.34.1.252

  日期：2013.1.20

  these reports, there is no one which gave both enantiomers as a pure state. Thus, we focused on the development of a method obtaining both enantiomers using a biocatalyst. As reported previously in patent, the primary alcohol 2, 2-(3-methoxy-4-methylphenyl)propan-1ol, was selected as a substrate for resolution as Figure 1. In order to prepare it, the commercially available compound 3, methyl 3-methoxy-3-methyl

  从多种天然产品中提取出有益于人类健康的有趣化合物，并表现出各种生物活性，如抗癌、抗真菌、抗氧化等。它们已被用作原料混合物或改性单一成分以提高功效。此外，天然产物已被用作新药发现计划的先导化合物。酚类倍半萜类化合物因其广泛的生物活性而备受关注。其中，黄根醇已被研究用于寻找新的生物活性。它首先由 Kochendoerfer 从 Curcuma xanthorrhiza Roxb 的根茎中分离出来。并表现出抗菌和抗真菌活性。它有一个手性中心，因此可以生成 (R) 和 (S)-异构体，如图 1 所示。(R)-xanthorrhizol 显示出抗菌活性，它是一种天然存在的异构体。由于其广泛的药理活性，一些研究小组已将其合成为外消旋体或对映体纯化合物。其中，3-甲氧基-4-甲基苯乙酮用作原料并与相应的高戊二烯溴反应。迈耶斯等人。不对称合成的 (S)-xanthorrhizol 和使用恶唑啉作为手性助剂
• Aromatic monoterpenes from Lavandula gibsonii☆
  作者：S PATWARDHAN、A GUPTA

  DOI：10.1016/0031-9422(83)80050-8

  日期：——

  Abstract Three aromatic monoterpenes, not reported previously as natural products, together with ursolic acid, were isolated from Lavandula gibsonii. They were characterized as 3-hydroxy-α,α,4-trimethyl benzyl alcohol, 3-hydroxy- α,α,4-trimethyl benzyl methyl ether and 3-hydroxy-α,4-dimethyl styrene.

  摘要 从 Lavandula gibsonii 中分离出三种芳香单萜，以前未报道为天然产物，与熊果酸一起。它们被表征为 3-羟基-α,α,4-三甲基苄醇、3-羟基-α,α,4-三甲基苄基甲基醚和 3-羟基-α,4-二甲基苯乙烯。