2-(2,2-dimethylpropanoyloxy)-2'-methoxy-1,1'-binaphthalene | 141210-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2,2-dimethylpropanoyloxy)-2'-methoxy-1,1'-binaphthalene
• 英文别名: 2-methoxy-2'-pivaloyloxy-1,1'-binaphthyl；[1-(2-Methoxynaphthalen-1-yl)naphthalen-2-yl] 2,2-dimethylpropanoate
• CAS: 141210-44-8
• 化学式: C₂₆H₂₄O₃
• 分子量: 384.475
• InChiKey: OWXPLUIWQAMXPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethylpropanoyloxy)-2'-methoxy-1,1'-binaphthalene 在 1,3-二碘-5,5-二甲基海因 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以84%的产率得到
  参考文献：
  名称：

  三氟甲磺酸dium催化1,2,2'-二甲氧基-1,1'-联萘与1,3-二碘-5,5-二甲基乙内酰脲的6,6'-二碘化

  摘要：

  用三氟甲磺酸催化2,2'-二甲氧基-1,1'-联萘与2当量的1,3-二碘-5,5-二甲基乙内酰脲（DIH）的碘化反应得到6,6'-二碘-2,2 ′-二甲氧基-1，1′-联萘基以98％的产率和随后的甲基去保护提供了6，6′-二碘-1，1′-联萘酚，其是用于许多对映选择性转化的有用的配体或试剂。但是，在三氟甲磺酸scan存在下，使用2当量的NIS代替DIH不能成功产生6,6'-diiodo-2,2'-dimethoxy-1,1'-binaphtyl，表明这两种类型之一与NIS中的碘相比，DIH中的碘原子中的一部分对碘的反应性更高。

  DOI：

  10.1016/j.tetlet.2012.05.063
• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 在 potassium carbonate 、 三乙胺 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 20.0h， 生成 2-(2,2-dimethylpropanoyloxy)-2'-methoxy-1,1'-binaphthalene
  参考文献：
  名称：

  A simple synthetic approach to homochiral 6- and 6′-substituted 1,1′-binaphthyl derivatives

  摘要：

  Various homochiral binaphthyl derivatives having functional groups at the 6-position are important key intermediates for the immobilization of binaphthyl compounds on various solid-supports and have been prepared from commercially available 1,1'-bi-2-naphthol via controlled monopivalation of the 2-hydroxyl group and electrophilic aromatic substitution at the 6-position. (S)-2,2'-Bis-((S)-4-alkyloxazol-2-yl)-6-(2-methoxycarbonyl)ethyl-1,1'-binaphthyls (6-functionalized (S,S)-boxax)) were prepared and immobilized on various polymer supports including PS-PEG, PS, PEGA and MeO-PEG resin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01584-3

文献信息

• Catalyst components for the polymerization of olefins
  申请人：Basell Poliolefine Italia S.r.l.

  公开号：EP2803678A1

  公开（公告）日：2014-11-19

  A solid catalyst component for the polymerization of olefins comprising Mg, Ti, Cl and at least an electron donor compound which is the reaction product obtained by bringing into contact a Mg compound and a Ti compound having at least a Ti-halogen bond with an electron donor selected from specific diphenol derivatives.

  一种用于烯烃聚合的固体催化剂组分，包括Mg、Ti、Cl和至少一种电子供体化合物，该化合物是通过将Mg化合物和至少含有一种Ti-卤素键的Ti化合物与选自特定二酚衍生物的电子供体接触而获得的反应产物。
• Synthesis of Optically Active Polymethacrylates Bearing Axially Dissymmetric 1,1′-Binaphthalene Skeleton as a Pendant Group and Their Optical Resolution Ability as Chiral Adsorbent for HPLC
  作者：Yasufumi Tamai、Pu Qian、Ken’ichi Matsunaga、Sotaro Miyano

  DOI：10.1246/bcsj.65.817

  日期：1992.3

  Optically active polymethacrylates 6 and 8, which have pendant axially dissymmetric 1,1′-binaphthalene moiety, were synthesized by radical polymerization of (S)-2-methacryloyloxy- and (S)-2-(3-methacryloyloxypropoxy)-2′-methoxy-1,1′-binaphthalene, respectively. Specific rotation and CD spectrum of 6 are rather different from those of the model compound 2-(2,2-dimethylpropanoyloxy)-2′-methoxy-1,1′-binaphthalene

  通过（S）-2-甲基丙烯酰氧基-和（S）-2-（3-甲基丙烯酰氧基丙氧基）-2'-的自由基聚合合成了具有侧轴不对称1,1'-联萘部分的旋光聚甲基丙烯酸酯6和8甲氧基-1,1'-联萘，分别。6 的比旋光度和 CD 光谱与模型化合物 2-(2,2-二甲基丙酰氧基)-2'-甲氧基-1,1'-联萘 (7) 的有较大差异，而 8 的手性光学性质几乎是与相应的模型化合物相同。6 和 7 之间手性光学性质的差异归因于 1,1'-联萘骨架的萘平面之间的二面角不同。将聚甲基丙烯酸酯 6 和 8 涂覆在球形硅胶上，得到 HPLC 手性固定相（CSP-6 和 CSP-8）。这些 CSP 将几种对映体 1-芳基-1-烷醇和 1,2-二醇区分为 3,5-二硝基苯基氨基甲酸酯，CSP-8 显示出比 CSP-6 更好的分辨率。此外，(S)-2-(5-羧基...
• CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS
  申请人：BASELL POLIOLEFINE ITALIA S.R.L.

  公开号：US20160115261A1

  公开（公告）日：2016-04-28

  A solid catalyst component for the polymerization of olefins comprising Mg, Ti, Cl and at least an electron donor compound which is the reaction product obtained by bringing into contact a Mg compound and a Ti compound having at least a Ti-halogen bond with an electron donor selected from specific diphenol derivatives.

  用于烯烃聚合的固体催化剂组分，包括Mg、Ti、Cl和至少一种电子供体化合物，该电子供体化合物是通过将Mg化合物和至少具有Ti-卤素键的Ti化合物与特定的二苯酚衍生物中选择的电子供体接触而获得的反应产物组成的。
• The artificial binaphthyl amino acid 6-amino-6′-carboxyethyl-2-methoxy-2′-hydroxy-1,1′-binaphthyl (Bna): synthesis and assembly of Bna peptides
  作者：Melanie Thoß、Rüdiger W. Seidel、Martin Feigel

  DOI：10.1016/j.tet.2010.08.066

  日期：2010.10

  The new binaphthyl-based amino acid 6-amino-6'-carboxyethyl-2-methoxy-2'-hydroxy-1,1'-binaphthyl (Bna) is presented, which combines the axially chiral binaphthyl core, a phenolic OH-group as well as terminating amino and carboxyl groups in one structure. The large aromatic rings of the compound provide molecular spacing and pi-surface attraction in assembled Bna oligoamides. The synthesis of Bna derivatives is reported, both with the (R)- and with the (S)-binaphthyl skeleton. Several dipeptides of (R)or (S)-Bna units combined with natural amino acids, were prepared as 'building blocks' for the synthesis of extended Boa peptides. The tetrapeptide Boc-(S)-Val-(S)-Bna(OH)-(S)-Val-(S)-Bna(OPiv)-O-n-But (12) and the pentapeptide Boc-(S)-Val-(S)-Bna(OH)-(S)-Val-(S)-Bna(OH)-Gly-OH (13) were prepared via conventional solution phase synthesis and solid phase synthetic techniques, respectively. Compound 12 shows an interesting dynamic H-1 NMR spectrum suggesting compact and aggregated forms in dichloromethane. Compound 13 accelerates the enolisation of acetone. The use of more complex Bna peptides as organo catalysts is proposed. (C) 2010 Elsevier Ltd. All rights reserved.
• PRODUCTION METHOD FOR 1,1'-BINAPHTHYL DERIVATIVES
  申请人：Kyoto University

  公开号：EP3421449B1

  公开（公告）日：2021-03-31