2-methoxy-7-(4-methoxyphenyl)naphthalene | 59115-48-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-7-(4-methoxyphenyl)naphthalene
• CAS: 59115-48-9
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: XYRQNLVGHSWINI-UHFFFAOYSA-N

物化性质

• 熔点：
  162-163 °C(Solv: ethanol (64-17-5); benzene (71-43-2))
• 沸点：
  420.1±33.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-7-(4-methoxyphenyl)naphthalene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以84%的产率得到2-(4'-hydroxyphenyl)-7-hydroxynaphthalene
  参考文献：
  名称：

  由苯乙烯-2-甲氧基苯合成2-苯基萘。

  摘要：

  已经描述了一种从富电子的1-苯乙烯基-2-甲氧基苯合成2-苯基萘的简单而有效的新方法。该反应通过TFA催化的CC键裂解进行，然后原位形成的苯乙烯基三氟乙酸酯中间体的分子间[4 + 2] -Diels-Alder环加成反应。量子化学计算确定了环加成反应的过渡态，并有助于追踪反应机理。该方法已被有效地用于合成菲骨架和基于萘的强效选择性ER-β激动剂。

  DOI：

  10.1039/c4cc05151c
• 作为产物：
  描述：

  3,8-dimethoxy-7,8,9,10-tetrahydronaphtho[1,2-c]isochromen-6-one 在 palladium on activated charcoal 作用下， 反应 10.0h， 生成 2-methoxy-7-(4-methoxyphenyl)naphthalene
  参考文献：
  名称：

  Chebaane,K. et al., Bulletin de la Societe Chimique de France, 1975, p. 2521 - 2526

  摘要：

  DOI：

文献信息

• Substituted phenyl naphthalenes as estrogenic agents
  申请人：Wyeth

  公开号：US20030181519A1

  公开（公告）日：2003-09-25

  This invention provides estrogen receptor modulators of formula I, having the structure 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 , are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  这项发明提供了具有结构的式I的雌激素受体调节剂 1 其中 R 1 ，R 2 ，R 3 ，R 4 ，R 5 ，R 6 ，R 7 ，R 8 ，R 9 和R 10 如规范中所定义，或其药用可接受盐。
• Pd-Catalyzed Suzuki–Miyaura and Hiyama–Denmark Couplings of Aryl Sulfamates
  作者：Patrick R. Melvin、Nilay Hazari、Megan Mohadjer Beromi、Hemali P. Shah、Michael J. Williams

  DOI：10.1021/acs.orglett.6b02330

  日期：2016.11.18

  Using a recently discovered precatalyst, the first Pd-catalyzed Suzuki–Miyaura reactions using aryl sulfamates that occur at room temperature are reported. In complementary work, it is demonstrated that a related precatalyst can facilitate the coupling of aryl silanolates, which are less toxic and reactive nucleophiles than boronic acids with aryl chlorides. By combining our results using modern electrophiles

  使用最近发现的预催化剂，首次报道了在室温下发生的使用芳基氨基磺酸盐的钯催化铃木-宫浦反应。在补充工作中，证明相关的预催化剂可以促进芳基硅烷醇盐的偶联，芳基硅烷醇盐比硼酸与芳基氯的毒性和反应性亲核试剂更低。通过结合我们使用现代亲电子试剂和亲核试剂的结果，报道了第一个使用芳基氨基磺酸盐的桧山-丹麦反应。
• MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenes <i>via</i> cyclodimerization of styrene oxides
  作者：Song Zou、Zeyu Zhang、Chao Chen、Chanjuan Xi

  DOI：10.1039/d1ob01619a

  日期：——

  The MeOTf/KI-catalyzed synthesis of 2-arylnaphthalene derivatives from aryl ethylene oxides in alcohol under ambient conditions is described. The present protocol has a higher atom efficiency and wider substrate applicability with excellent yields. The reaction proceeded using the aryl ethylene oxides to give 2-arylnaphthalenes either in homo-coupling or in cross-coupling. The reaction could also be

  描述了 MeOTf/KI 催化在环境条件下从醇中的芳基环氧乙烷合成 2-芳基萘衍生物。本协议具有更高的原子效率和更广泛的基板适用性，并具有出色的产量。该反应使用芳基环氧乙烷进行，以均偶联或交叉偶联得到 2-芳基萘。该反应也可以在几分钟内以克规模进行。
• ERβ Ligands. 3. Exploiting Two Binding Orientations of the 2-Phenylnaphthalene Scaffold To Achieve ERβ Selectivity
  作者：Richard E. Mewshaw、Richard J. Edsall,、Cuijian Yang、Eric S. Manas、Zhang B. Xu、Ruth A. Henderson、James C. Keith,、Heather A. Harris

  DOI：10.1021/jm058173s

  日期：2005.6.1

  The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERbeta were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERbeta, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.
• LAGIDZE R. M.; LOLADZE N. R.; KUPRAVA SH. D.; SAMSONIYA G. G.; KLDIASHVIL+, SOOBSHCH. AN GRUZSSR, 1977, 88, HO 1, 89-92
  作者：LAGIDZE R. M.、 LOLADZE N. R.、 KUPRAVA SH. D.、 SAMSONIYA G. G.、 KLDIASHVIL+

  DOI：——

  日期：——