1-甲氧基-2-(2-苯基乙基)苯 | 14310-33-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-甲氧基-2-(2-苯基乙基)苯
• 英文名称: 1-methoxy-2-phenethylbenzene
• 英文别名: 1-Methoxy-2-(2-phenylethyl)benzene
• CAS: 14310-33-9
• 化学式: C₁₅H₁₆O
• 分子量: 212.291
• InChiKey: QQBKQDZZCZGPEY-UHFFFAOYSA-N

物化性质

• 沸点：
  292.7±9.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-甲氧基-2-(2-苯基乙基)苯 在 三(三氟乙酸)碘 、 氢溴酸 、 铜 、 溶剂黄146 、 三乙胺 、 sodium bromide 作用下， 以 甲醇 、 水 为溶剂， 生成 (S)-2-Amino-3-[4-(4-hydroxy-3-phenethyl-phenoxy)-3,5-diiodo-phenyl]-propionic acid
  参考文献：
  名称：

  Thyroid hormone analogs. Synthesis of 3'-substituted 3,5-diiodo-L-thyronines and quantitative structure-activity studies of in vitro and in vivo thyromimetic activities in rat liver and heart

  摘要：

  Twenty-nine novel 3'-substituted derivatives of the thyroid hormone 3,3',5-triiodo-L-thyronine (T3) have been synthesized by using established methods and by a new route involving manipulation of a 3'-formyl intermediate. In vitro hormone receptor binding (to intact nuclei) and in vivo thyromimetic activity (induction of mitochondrial 3-phosphoglycerate oxidoreductase, GPDH) were measured in rat liver and heart for these new analogues and for the 18 previously reported 3'-substituted 3,5-diiodo-L-thyronines. Analysis of the binding data using theoretical conformational and quantitative structure-affinity methods implies that the 3'-substituent recognition site on the thyroid hormone receptor is hydrophobic and limited in depth to the length of the natural iodo substituent, but has sufficient width to accommodate a phenyl or cyclohexyl group. Receptor binding is reduced by approximately 10-fold in 3'-acyl derivatives which form strong intramolecular acceptor hydrogen bonds with the adjacent 4'-hydroxyl. The compounds studied showed no differences in their relative affinities for heart and liver nuclei, suggesting that receptors in these tissues are similar. However, the relationships between thyromimetic activity (induction of GPDH) and nuclear binding showed some tissue differences. A high correlation between activity and binding is observed for full agonists in the heart, but an equally significant correlation for the liver data is only seen when 3'-substituent bulk (molar refractivity) is included in the analysis. These results suggest the possibility that differential tissue penetration or access to receptors may occur in vivo.

  DOI：

  10.1021/jm00396a008
• 作为产物：
  描述：

  2’-苯氧基苯乙酮 在 PPA 、 乙醇 、 sodium 、 potassium carbonate 、 丙酮 作用下， 生成 1-甲氧基-2-(2-苯基乙基)苯
  参考文献：
  名称：

  711.环脱水过程。第二部分。ω-苯氧基苯乙酮环化过程中苯基的迁移

  摘要：

  DOI：

  10.1039/jr9590003544

文献信息

• Highly Active Catalyst for the Heterogeneous Suzuki−Miyaura Reaction:  Assembled Complex of Palladium and Non-Cross-Linked Amphiphilic Polymer
  作者：Yoichi M. A. Yamada、Koji Takeda、Hideyo Takahashi、Shiro Ikegami

  DOI：10.1021/jo034354v

  日期：2003.10.1

  An assembled insoluble catalyst, PdAS, prepared from palladium ((NH4)2PdCl4 (1)) and non-cross-linked amphiphilic copolymer poly(N-isopropylacrylamide-co-4-diphenylstyrylphosphine) (2) was developed. It was found that PdAS is an excellent catalyst for the Suzuki-Miyaura reaction on three points: (1) The use of 8 x 10(-7) to 5 x 10(-4) mol equiv of PdAS afforded the coupling products efficiently after

  开发了由钯（（NH4）2PdCl4（1））和非交联两亲共聚物聚（N-异丙基丙烯酰胺-co-4-二苯基苯乙烯基膦）（2）制备的组装的不溶催化剂PdAS。已发现，PdAS在以下三个方面是铃木-宫浦反应的优良催化剂：（1）使用8 x 10（-7）到5 x 10（-4）摩尔当量的PdAS在偶联后有效地提供了偶联产物简单的后处理，营业额高达1,250,000。（2）催化剂可重复使用多次而不会损失催化活性。（3）PdAS在任何反应介质（即水或水性或无水有机溶剂）中均显示出良好的稳定性。对PdAS的分析研究表明2中的膦与钯配位形成PdCl2（PPh2Ar）2物种。
• Chemoselective Hydrogenation of Alkynes to (<i>Z</i>)<i>-</i>Alkenes Using an Air-Stable Base Metal Catalyst
  作者：Viktoriia Zubar、Jan Sklyaruk、Aleksandra Brzozowska、Magnus Rueping

  DOI：10.1021/acs.orglett.0c01783

  日期：2020.7.17

  A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity

  已经实现了使用空气稳定且易于获得的锰催化剂对炔烃的高度选择性加氢。该反应在温和的反应条件下进行并能耐受各种官能团，从而以高收率得到（Z）-烯烃和烯丙基醇。力学实验表明，该反应通过涉及金属-配体协同作用的双功能活化来进行。
• Regioselective CH Alkylation of Anisoles with Olefins Catalyzed by Cationic Half-Sandwich Rare Earth Alkyl Complexes
  作者：Juzo Oyamada、Zhaomin Hou

  DOI：10.1002/anie.201206233

  日期：2012.12.14

  A half sandwich helping: Cationic rare‐earth alkyl species generated from half‐sandwich rare‐earth dialkyl complexes and [Ph3C][B(C6F5)4] can serve as unique catalysts for the CH regioselective alkylation of anisoles with alkenes. The reaction affords either ortho‐monoalkylated derivatives or products substituted at the benzylic position, depending on the substrate chosen.

  半三明治有助于：由半三明治稀土二烷基配合物和[Ph 3 C] [B（C 6 F 5）4 ]生成的阳离子稀土烷基可作为CH区域选择性烷基化的独特催化剂烯烃的芳烃。根据所选择的底物，反应可提供邻-单烷基化的衍生物或在苄基位置被取代的产物。
• Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides
  作者：Jennie Liao、Corey H. Basch、Megan E. Hoerrner、Michael R. Talley、Brian P. Boscoe、Joseph W. Tucker、Michelle R. Garnsey、Mary P. Watson

  DOI：10.1021/acs.orglett.9b01014

  日期：2019.4.19

  A nickel-catalyzed reductive cross-coupling of alkylpyridinium salts and aryl bromides has been developed using Mn as the reductant. Both primary and secondary alkylpyridinium salts can be used, and high functional group and heterocycle tolerance is observed, including for protic groups. Mechanistic studies indicate the formation of an alkyl radical, and controlling its fate was key to the success

  使用锰作为还原剂，已经开发了烷基吡啶鎓盐和芳基溴化物的镍催化的还原交叉偶联。伯和仲烷基吡啶鎓盐都可以使用，并且观察到高官能团和杂环耐受性，包括对于质子基团。机理研究表明烷基的形成，控制其命运是该反应成功的关键。
• Nickel-Mediated Inter- and Intramolecular Reductive Cross-Coupling of Unactivated Alkyl Bromides and Aryl Iodides at Room Temperature
  作者：Chang-Song Yan、Yu Peng、Xiao-Bo Xu、Ya-Wen Wang

  DOI：10.1002/chem.201200190

  日期：2012.5.7

  A nickel‐mediated intermolecular reductive cross‐coupling reaction of unactivated alkyl bromides and aryl iodides at room temperature has been developed and successfully extended to less explored intramolecular versions and tandem cyclization‐intermolecular cross‐coupling. Highly stereoselective (or stereospecific) synthesis of linear‐fused perhydrofuro[2,3‐b]furan (pyran) and spiroketal skeletons

  已开发出室温下未活化的烷基溴和芳基碘的镍介导的分子间还原性交叉偶联反应，并成功地扩展到较少探索的分子内版本和串联环化-分子间交叉偶联。线性稠合的全氢呋喃[2,3- b ]呋喃（吡喃）和螺环骨架的高度立体选择性（或立体定向）合成可以快速获得这些有用的结构单元，这在相关天然产物的合成中可能具有潜在的价值。给出了形成连续立体中心的合理解释。