trimethoxyphenyllithium | 102119-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trimethoxyphenyllithium
• CAS: 102119-62-0
• 化学式: C₉H₁₁LiO₃
• 分子量: 174.126
• InChiKey: PZUSPFWAHXJOFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trimethoxyphenyllithium 、 2-methoxy-5-<<(trifluoromethyl)sulfonyl>oxy>tropone 在 四(三苯基膦)钯 、 zinc(II) chloride 作用下， 生成 2-甲氧基-5-(2',3',4'-三甲氧基苯基)环庚三烯酮
  参考文献：
  名称：

  Keenan, Richard M.; Kruse, Lawrence I., Synthetic Communications, 1989, vol. 19, # 5and6, p. 793 - 798

  摘要：

  DOI：

文献信息

• STRUCTURE AND METHOD FOR SYNTHESIZING AND USING DIALKYL(2,4,6- OR 2,6-ALKOXYPHENYL)PHOSPHINE AND ITS TETRAFLUOROBORATE
  申请人：Ma Shengming

  公开号：US20120197030A1

  公开（公告）日：2012-08-02

  The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate. Moreover, with this type of ligands, the Suzuki coupling products of optically active chlorolactones and arylboronic acids would maintain their configuration and optical purity.

  当前的发明涉及二烷基(2,4,6-或2,6-烷氧基苯基)膦或其四氟硼酸盐的结构、合成，以及其在钯催化的碳-氯键活化苏齐反应和碳-氮键形成反应中的应用。二烷基(2,4,6-或2,6-烷氧基苯基)膦或其四氟硼酸盐可以与钯催化剂配位，高度选择性地活化惰性碳-氯键，并催化与芳基硼酸或有机胺进行苏齐偶联反应或碳-氮键形成反应。当前的发明仅使用一步合成二烷基(2,4,6-或2,6-烷氧基苯基)膦，其四氟硼酸盐在空气中稳定。与已知用于活化碳-氯键的配体的合成路线相比，当前发明的方法简短、易操作。此外，使用这种类型的配体，光学活性氯代内酯和芳基硼酸的苏齐偶联产物将保持其构型和光学纯度。
• BENZOSUBERENE ANALOGUES AND RELATED COMPOUNDS WITH ACTIVITY AS ANTICANCER AGENTS
  申请人：Baylor University

  公开号：US20200055805A1

  公开（公告）日：2020-02-20

  A series of benzosuberene analogues demonstrate effective inhibition of tubulin polymerization, cytotoxicity against human cancer cell lines, and vascular disruption in tumors.

  一系列苯噻二烯类似物展示了对微管聚合的有效抑制，对人类癌细胞系的细胞毒性以及对肿瘤的血管破坏作用。
• Tubulin binding agents and corresponding prodrug constructs
  申请人：——

  公开号：US20040043969A1

  公开（公告）日：2004-03-04

  A diverse set of tubulin binding agents have been discovered which are structurally characterized, in a general sense, by a semi-rigid molecular framework capable of maintaining aryl-aryl, pseudo pi stacking distances appropriate for molecular recognition of tubulin. In phenolic or amino form, these ligands may be further functionalized to prepare phosphate esters, phosphate salts, phosphoramidates, and other prodrugs capable of demonstrating selective targeting and destruction of tumor cell vasculature.

  发现了一系列多样化的微管蛋白结合剂，这些剂在一般意义上结构特征为半刚性的分子框架，能够保持适当的芳基-芳基，伪π堆积距离以进行微管蛋白的分子识别。在酚或氨基形式下，这些配体可以进一步功能化以制备磷酸酯、磷酸盐、磷酰胺和其他前药，能够表现出选择性靶向和破坏肿瘤细胞血管的能力。
• Rearrangements of aryl-8-oxabicyclo[3.2.1]octenones: synthesis of novel biaryls and 1-aryl-3-furylpropanones
  作者：John Mann、Philip D. Wilde、Mark W. Finch

  DOI：10.1039/c39850001543

  日期：——

  The formation of 3-arylbenzaldehydes through rearrangement of 3-aryl-8-oxabicyclo[3.2.1]oct-2-en-7-ones is reported, together with various rearrangement reactions of 2-aryl-8-oxabicyclo[3.2.]oct-6-en-3-ones, and a novel approach to the natural product acamelin.

  据报道，通过3-芳基-8-氧杂双环[3.2.1] oct-2-en-7-one的重排形成3-芳基苯甲醛，以及2-芳基-8-氧杂双环[3.2。]的各种重排反应。 oct-6-en-3-ones和一种新方法来处理天然产物acamelin。
• 2,4,6- OR 2,6-ALKOXYPHENYL DIALKYLPHOSPHINE, TETRAFLUOROBORATE, PREPARATION METHOD AND USE THEREOF
  申请人：Zhejiang University

  公开号：EP2492274A1

  公开（公告）日：2012-08-29

  The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate. Moreover, with this type of ligands, the Suzuki coupling products of optically active chlorolactones and arylboronic acids would maintain their configuration and optical purity.

  本发明涉及二烷基（2,4,6-或 2,6-烷氧基苯基）膦或其四氟硼酸盐的结构、合成及其在钯催化的碳-氯键活化中的应用，用于铃木偶联反应和碳-氮键形成反应。二烷基（2,4,6- 或 2,6- 烷氧基苯基）膦或其四氟硼酸盐可与钯催化剂配位，高选择性地活化惰性碳-氯键，催化与芳基硼酸的铃木偶联反应或与有机胺的碳-氮键形成反应。本发明只需一步即可合成二烷基（2,4,6-或 2,6-烷氧基苯基）膦，其四氟硼酸盐在空气中稳定。与已知的用于活化碳-氯键的配体合成路线相比，本发明的方法时间短，易于操作。此外，使用这类配体，光学活性氯内酯和芳基硼酸的铃木偶联产物将保持其构型和光学纯度。