5-fluoro-1,3-dihydroisobenzofuran | 57584-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 5-fluoro-1,3-dihydroisobenzofuran
• 英文别名: 5-Fluoro-1,3-dihydro-2-benzofuran
• CAS: 57584-70-0
• 化学式: C₈H₇FO
• 分子量: 138.141
• InChiKey: OCTVROLUOYSZCW-UHFFFAOYSA-N

物化性质

• 沸点：
  197.2±40.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-fluoro-1,3-dihydroisobenzofuran 在 iron(II) triflate 、 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine 、 氧气 作用下， 60.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 以60%的产率得到6-氟-1(3h)-异苯并呋喃酮
  参考文献：
  名称：

  Dehydrogenative α-Oxygenation of Ethers with an Iron Catalyst

  摘要：

  Selective alpha-oxidation of ethers under aerobic conditions is a long-pursued transformation; however, a green and efficient catalytic version of this reaction remains challenging. Herein, we report a new family of iron catalysts capable of promoting chemoselective alpha-oxidation of a range of ethers with excellent mass balance and high turnover numbers under 1 atm of O-2 with no need for any additives. Unlike metalloenzymes and related biomimetics, the catalyst produces H-2 as the only byproduct. Mechanistic investigations provide evidence for an unexpected two-step reaction pathway, which involves dehydrogenative incorporation of O-2 into the ether to give a peroxobisether intermediate followed by cleavage of the peroxy bond to form two ester molecules, releasing stoichiometric H-2 gas in each step. The operational simplicity and environmental friendliness of this methodology affords a useful alternative for performing oxidation, while the unique ability of the catalyst in oxygenating a substrate via dehydrogenation points to a new direction for understanding metalloenzymes and designing new biomimetic catalysts.

  DOI：

  10.1021/ja502167h
• 作为产物：
  描述：

  4-氟苯-1,2-二羧醛 在 三乙基硅烷 、 三氟甲磺酸三甲基硅酯 作用下， 以0.32 g的产率得到5-fluoro-1,3-dihydroisobenzofuran
  参考文献：
  名称：

  包含铱卟啉辅因子的人工金属酶催化的（sp3）CH键的位点选择性功能化。

  摘要：

  在几乎相同的空间和电子环境中，一个CH键相对于另一个CH键的选择性功能化可以促进复杂分子的构建。我们报告的CH键的站点选择性功能化，仅由远程取代基区别开来，由可进化的P450支架和铱-卟啉辅因子的组合产生的人工金属酶（ArMs）催化。所生成的系统催化将卡宾插入到一系列包含取代基的邻苯二甲酸衍生物的CH键中，这些取代基使得每个邻苯二甲酸酯中的两个亚甲基位置不等价。这些反应以高达17.8：1的位点选择性比率发生，并且在大多数情况下，是由优先形成两种结构异构体中的每一个的成对酶突变体发生的。

  DOI：

  10.1002/anie.201907460

文献信息

• FLUOROBORON COMPOUND HAVING AROMATIC RING OR SALT THEREOF, AND METHOD FOR PRODUCING COMPOUND HAVING CYCLIC ETHER-FUSED AROMATIC RING USING THE SAME
  申请人：Tanaka Keigo

  公开号：US20100056788A1

  公开（公告）日：2010-03-04

  Provided is a fluoroboron compound which is highly safe and stable and is capable of forming a cyclic ether-fused ring by the intramolecular alkoxymethylation reaction, or a salt thereof. The compound can be synthesized by the intramolecular alkoxymethylation reaction of a fluoroboron compound represented by the formula (I) or a salt thereof in the presence of a metal catalyst. (wherein the moiety represented by the formula represents an aromatic ring; L represents a substituent such as a halogen atom; R represents a substituted or unsubstituted alkylene group having 1 or 2 carbon atoms; and M represents an alkali metal cation or the like, with the proviso that L and —R—OCH 2 BF 3 M are respectively located on contiguous carbon atoms on the aromatic ring, or in the case of a fused aromatic ring, on two carbon atoms adjacent to one carbon at the fused position).

  提供的是一种高度安全和稳定的氟硼化合物，能够通过分子内烷氧甲基化反应形成环状醚融合环，或其盐。该化合物可以在金属催化剂存在下，通过公式（I）表示的氟硼化合物或其盐的分子内烷氧甲基化反应合成。（其中由公式表示的基团代表芳香环；L代表取代基，如卤素原子；R代表取代或未取代的1或2个碳原子的烷基；M代表碱金属阳离子等，条件是L和-R-OCH2BF3M分别位于相邻的芳香环碳原子上，或在融合芳香环的情况下，在相邻的两个碳原子上，且其中一个碳原子在融合位置上）。
• 1,2,4-Triazole Derivatives and Their Use as Oxytocin Antagonists
  申请人：Brown Alan Daniel

  公开号：US20110092529A1

  公开（公告）日：2011-04-21

  The present invention relates to a class of substituted triazoles of formula (I) with activity as oxytocin antagonists, uses thereof, processes for the preparation thereof and compositions containing said inhibitors. These inhibitors have utility in a variety of therapeutic areas including sexual dysfunction, particularly premature ejaculation (P.E.).

  本发明涉及一类具有氧催产素拮抗活性的取代三唑的化合物(I)，其用途、制备方法以及含有该抑制剂的组合物。这些抑制剂在多种治疗领域中具有实用价值，包括性功能障碍，特别是早泄(P.E.)。
• FLUOROBORON COMPOUND HAVING AROMATIC RING OR SALT THEREOF, AND PROCESS FOR PRODUCTION OF COMPOUND HAVING CYCLIC ETHER-FUSED AROMATIC RING BY USING THE SAME
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP2062901A1

  公开（公告）日：2009-05-27

  Provided is a fluoroboron compound which is highly safe and stable and is capable of forming a cyclic ether-fused ring by the intramolecular alkoxymethylation reaction, or a salt thereof. The compound can be synthesized by the intramolecular alkoxymethylation reaction of a fluoroboron compound represented by the formula (I) or a salt thereof in the presence of a metal catalyst. (wherein the moiety represented by the formula represents an aromatic ring; L represents a substituent such as a halogen atom; R represents a substituted or unsubstituted alkylene group having 1 or 2 carbon atoms; and M represents an alkali metal cation or the like, with the proviso that L and -R-OCH2BF3M are respectively located on contiguous carbon atoms on the aromatic ring, or in the case of a fused aromatic ring, on two carbon atoms adjacent to one carbon at the fused position).

  本发明提供了一种通过分子内烷氧甲基化反应能够形成环醚融合环的高度安全稳定的氟硼化合物或其盐。该化合物可在金属催化剂存在下，通过式（I）代表的氟硼化合物或其盐的分子内烷氧甲基化反应合成。 (其中由式 代表芳香环；L 代表取代基，如卤素原子；R 代表具有 1 或 2 个碳原子的取代或未取代的亚 烷基；M 代表碱金属阳离子或类似物，但 L 和 -R-OCH2BF3M 分别位于芳香环上相邻的碳原子上，或在芳香环熔合的情况下，位于熔合位 置上相邻一个碳原子的两个碳原子上)。
• THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF
  申请人：CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.

  公开号：EP3686204A1

  公开（公告）日：2020-07-29

  The present invention relates to a class of thienodiazepine derivatives and an application thereof in the preparation of a drug for the treatment of diseases associated with bromodomain and extra-terminal (BET) Bromodomain inhibitors. Specifically, the present invention relates to compounds represented by formulas (I) and (II), as well as pharmaceutically acceptable salts thereof.

  本发明涉及一类噻吩二氮卓衍生物及其在制备治疗与溴多聚酶抑制剂和末端外（BET）溴多聚酶抑制剂相关疾病的药物中的应用。具体地说，本发明涉及由式（I）和（II）代表的化合物及其药学上可接受的盐。
• Tetrahydronaphthalene and tetrahydroisoquinoline derivatives as estrogen receptor degraders
  申请人：Arvinas, Inc.

  公开号：US10647698B2

  公开（公告）日：2020-05-12

  The present disclosure relates to bifunctional compounds, which find utility as modulators of estrogen receptor (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end at least one of a Von Hippel-Lindau ligand, a cereblon ligand, Inhibitors of Apoptosis Proteins ligand, mouse double-minute homolog 2 ligand, or a combination thereof, which binds to the respective E3 ubiquitin ligase, and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，它们可用作雌激素受体（靶蛋白）的调节剂。特别是，本公开涉及双功能化合物，其一端含有 Von Hippel-Lindau 配体、cereblon 配体、凋亡蛋白抑制剂配体、小鼠双敏同源物 2 配体或其组合中的至少一种、其一端与相应的 E3 泛素连接酶结合，另一端与靶蛋白结合，从而将靶蛋白置于泛素连接酶附近，以实现对靶蛋白的降解（和抑制）。本公开物具有与降解/抑制靶蛋白相关的广泛药理活性。本公开的化合物和组合物可以治疗或预防因目标蛋白聚集或积聚而导致的疾病或失调。