methyl 3-(3',5'-dimethoxybiphenyl-4-yl)propanoate | 1071836-13-9

• 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: methyl 3-(3',5'-dimethoxybiphenyl-4-yl)propanoate
• 英文别名: Methyl 3-[4-(3,5-dimethoxyphenyl)phenyl]propanoate
• CAS: 1071836-13-9
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: BJNOJKZAIQITPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-(3',5'-dimethoxybiphenyl-4-yl)propanoate 在 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 3-(3',5'-dimethoxybiphenyl-4-yl)propanal
  参考文献：
  名称：

  A small chemical library of 2-aminoimidazole derivatives as BACE-1 inhibitors: Structure-based design, synthesis, and biological evaluation

  摘要：

  In this work, we report a rational structure-based approach aimed at the discovery of new 2-aminoimidazoles as beta-secretase inhibitors. Taking advantage of a microwave-assisted synthetic protocol, a small library of derivatives was obtained and biologically evaluated. Two compounds showed promising activities in both enzymatic and cellular assays. Moreover, one of them exhibited the capability to cross the blood brain barrier as assessed by the parallel artificial membrane permeability assay. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.016
• 作为产物：
  描述：

  3-(4-溴苯基)丙酸 在 四(三苯基膦)钯 、 硫酸 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 21.0h， 生成 methyl 3-(3',5'-dimethoxybiphenyl-4-yl)propanoate
  参考文献：
  名称：

  A small chemical library of 2-aminoimidazole derivatives as BACE-1 inhibitors: Structure-based design, synthesis, and biological evaluation

  摘要：

  In this work, we report a rational structure-based approach aimed at the discovery of new 2-aminoimidazoles as beta-secretase inhibitors. Taking advantage of a microwave-assisted synthetic protocol, a small library of derivatives was obtained and biologically evaluated. Two compounds showed promising activities in both enzymatic and cellular assays. Moreover, one of them exhibited the capability to cross the blood brain barrier as assessed by the parallel artificial membrane permeability assay. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.016

文献信息

• Predicting the Structure of Supramolecular Dendrimers via the Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Biphenylpropyl Ether Self-Assembling Dendrons
  作者：Brad M. Rosen、Daniela A. Wilson、Christopher J. Wilson、Mihai Peterca、Betty C. Won、Chenghong Huang、Linda R. Lipski、Xiangbing Zeng、Goran Ungar、Paul A. Heiney、Virgil Percec

  DOI：10.1021/ja907882n

  日期：2009.12.2

  large hollow spheres that is dictated by the primary structure of the dendron. The comparative analysis of libraries of biphenylpropyl ether dendrons with the previously reported libraries of benzyl-, phenylpropyl-, and biphenyl-4-methyl ether dendrons demonstrated biomimetic self-assembly wherein the primary structure of the dendron and to a lesser extent the structure of its repeat unit determines the

  4'-hydroxy-4-biphenylpropionic, 3',4'-dihydroxy-4-biphenylpropionic, 3',5'-dihydroxy-4-biphenylpropionic, and 3',4',5'-trihydroxy-4-的合成联苯丙酸甲酯通过三种有效和模块化的策略，包括一种基于镍催化硼化和顺序交叉偶联的策略。这些构件被用于合成一个 3,4,5-三取代的文库和两个结构异构的 3,4-和 3,5-二取代联苯丙基醚树突的文库的收敛迭代方法。超分子树枝状大分子的结构和逆向结构分析表明，联苯丙基醚树枝状分子自组装和自组织成与先前报道的库中观察到的相同的周期性晶格和准周期性阵列，但具有更大的尺寸，不同的自组装机制，以及改善的溶解性、热稳定性、酸稳定性和氧化稳定性。自组装的不同机制导致发现了两种新的超分子结构。第一个代表具有四层重复的新香蕉状层状晶体。第二个是一个巨大的囊泡球体，由
• Two-Step, One-Pot Ni-Catalyzed Neopentylglycolborylation and Complementary Pd/Ni-Catalyzed Cross-Coupling with Aryl Halides, Mesylates, and Tosylates
  作者：Daniela A. Wilson、Christopher J. Wilson、Brad M. Rosen、Virgil Percec

  DOI：10.1021/ol801972f

  日期：2008.11.6

  Two-step, one-pot neopentylglycolborylation of aryl iodides and bromides catalyzed by NiCl2(dppe) and NiCl2(dppp) is reported. Electron-rich and electron-deficient aryl neopentylglycolboronates were efficiently cross-coupled with aryl iodides, bromides, chlorides, mesylates, and tosylates by exploiting complementary Pd/Ni and Ni/Ni catalysis. The borylation route was further extended to a three-step

  据报道，NiCl2（dppe）和NiCl2（dppp）催化芳基碘和溴化物的两步一锅新戊基乙二醇化反应。通过利用互补的Pd / Ni和Ni / Ni催化作用，富电子和缺电子的芳基新戊基乙二醇硼酸酯可以有效地与芳基碘，溴化物，氯化物，甲磺酸酯和甲苯磺酸酯交联。硼化途径通过原位镍催化的硼化和Pd介导的交叉偶联进一步扩展为三步一锅合成联芳基。
• [EN] PROCESSES FOR THE PREPARATION OF BIPHENYL COMPOUNDS<br/>[FR] PROCÉDÉS POUR LA FABRICATION DE COMPOSÉS BIPHÉNYLES
  申请人：UNIV PENNSYLVANIA

  公开号：WO2009137322A3

  公开（公告）日：2010-01-07
• PROCESSES FOR THE PREPARATION OF BIPHENYL COMPOUNDS
  申请人：Percec Virgil

  公开号：US20110207957A1

  公开（公告）日：2011-08-25

  The invention concerns processes for the synthesis of a compound of the formula: wherein: R 1 and R 2 are each, independently, C 1 -C 12 alkyl, CO 2 R 3 , OR 4 , R 5 (OR 6 ), or C 6 -C 18 aryl; R 3 -R 6 are each, independently, C 1 -C 12 alkyl or C 6 -C 12 aryl; and n and m are each, independently, O or an integer from 1-5; said process comprising: —contacting a compound of the formula H0-R 7 -0H with BH 3 and a compound of the formula in the presence of a nickel-containing catalyst to produce a first product, where R 7 is a C 2 -C 12 hydrocarbon group and X is a halogen, OMs or OTs; —contacting the first product in situ with a compound of the formula: in the presence of a nickel-containing catalyst to produce a compound of formula I, where Z is a halogen.
• US8530689B2
  申请人：——

  公开号：US8530689B2

  公开（公告）日：2013-09-10