5-(tetrahydro-2H-pyran-4-yl)benzofuran | 939051-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-(tetrahydro-2H-pyran-4-yl)benzofuran
• 英文别名: 5-(oxan-4-yl)-1-benzofuran
• CAS: 939051-74-8
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: MPKGOGBWUBKAGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(benzofuran-5-yl)-tetrahydro-2H-pyran-4-ol 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.25h， 以88%的产率得到5-(tetrahydro-2H-pyran-4-yl)benzofuran
  参考文献：
  名称：

  WO2007/61458

  摘要：

  公开号：

文献信息

• Reductive Cross-Coupling of Nonaromatic, Heterocyclic Bromides with Aryl and Heteroaryl Bromides
  作者：Gary A. Molander、Kaitlin M. Traister、Brian T. O’Neill

  DOI：10.1021/jo500905m

  日期：2014.6.20

  Reductive cross-coupling allows the direct C–C bond formation between two organic halides without the need for preformation of an organometallic reagent. A method has been developed for the reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl or heteroaryl bromides. The developed conditions use an air-stable Ni(II) source in the presence of a diamine ligand and a metal reductant

  还原性交叉偶联可在两种有机卤化物之间直接形成C-C键，而无需预先形成有机金属试剂。已经开发出一种用于将非芳香族杂环溴化物与芳基或杂芳基溴化物进行还原性交叉偶联的方法。所开发的条件在二胺配体和金属还原剂的存在下使用空气稳定的Ni（II）源，以使饱和杂环能够以耐官能团的方式后期结合到芳基卤化物上。
• S1P receptor modulating compounds and use thereof
  申请人：Saha Ashis K.

  公开号：US20080064677A9

  公开（公告）日：2008-03-13

  The present invention relates to compounds of the general formula (I) that have activity as S1P receptor modulating agents and the use of such compounds to treat diseases associated with inappropriate S1P receptor activity. The compounds may be used as immunomodulators, e.g., for treating or preventing diseases such as autoimmune and related immune disorders including systemic lupus erythematosus, inflammatory bowel diseases such as Crohn's disease and ulcerative colitis, type I diabetes, uveitis, psoriasis, myasthenia gravis, rheumatoid arthritis, non-glomerular nephrosis, hepatitis, Behcet's disease, glomerulonephritis, chronic thrombocytopenic purpura, hemolytic anemia, hepatitis and Wegner's granuloma; and for treating other conditions.

  本发明涉及一般式（I）的化合物，其作为S1P受体调节剂具有活性，并使用这种化合物来治疗与不适当的S1P受体活性相关的疾病。这些化合物可以用作免疫调节剂，例如，用于治疗或预防自身免疫和相关免疫性疾病，包括全身性红斑狼疮、炎症性肠病（如克罗恩病和溃疡性结肠炎）、1型糖尿病、葡萄膜炎、牛皮癣、重症肌无力、类风湿性关节炎、非肾小球性肾病、肝炎、Behcet病、肾小球肾炎、慢性血小板减少性紫癜、溶血性贫血、肝炎和Wegner肉芽肿；以及用于治疗其他疾病。
• S1P Receptor Modulating Compounds and Use Thereof
  申请人：Saha Ashis K.

  公开号：US20110059945A1

  公开（公告）日：2011-03-10

  The present invention relates to compounds of the general formula (I) that have activity as S1P receptor modulating agents and the use of such compounds to treat diseases associated with inappropriate S1P receptor activity. The compounds may be used as immunomodulators, e.g., for treating or preventing diseases such as autoimmune and related immune disorders including systemic lupus erythematosus, inflammatory bowel diseases such as Crohn's disease and ulcerative colitis, type I diabetes, uveitis, psoriasis, myasthenia gravis, rheumatoid arthritis, non-glomerular nephrosis, hepatitis, Behçet's disease, glomerulonephritis, chronic thrombocytopenic purpura, hemolytic anemia, hepatitis and Wegner's granuloma; and for treating other conditions.

  本发明涉及一般式（I）的化合物，其具有作为S1P受体调节剂的活性，以及使用这些化合物治疗与不适当的S1P受体活性相关的疾病。这些化合物可用作免疫调节剂，例如，用于治疗或预防自身免疫和相关免疫性疾病，包括全身性红斑狼疮、克罗恩病和溃疡性结肠炎、I型糖尿病、葡萄膜炎、银屑病、重症肌无力、类风湿性关节炎、非肾小球性肾病、肝炎、Behçet病、肾小球肾炎、慢性血小板减少性紫癜、溶血性贫血、肝炎和Wegner肉芽肿；以及用于治疗其他疾病。
• Martin Silicates as Versatile Radical Precursors in Photoredox/Nickel Dual Catalysis
  作者：Maxim Wiethoff、Mehdi Abdellaoui、Thomas Deis、Vincent Corcé、Gilles Lemière、Cyril Ollivier、Louis Fensterbank

  DOI：10.1055/a-2059-3498

  日期：——

  A cross-coupling methodology is described herein based on the nickel catalyzed connection of an aryl moiety to an alkyl radical, generated by photo-induced single electron oxidation of a silicate formed from Martin spirosilane. Complementary to the other anionic radical precursors in photoredox catalysis, Martin silicates enable the access to highly reactive alkyl radicals directly engageable in smooth Csp2-Csp3 bond formations.

  本文介绍了一种交叉偶联方法，该方法基于镍催化芳基与烷基自由基的连接，烷基自由基是由马丁螺硅烷形成的硅酸盐经光诱导单电子氧化生成的。与光氧化催化反应中的其他阴离子自由基前体相比，马丁硅酸盐能使高活性烷基自由基直接参与 Csp2-Csp3 键的顺利形成。
• Engaging Nonaromatic, Heterocyclic Tosylates in Reductive Cross-Coupling with Aryl and Heteroaryl Bromides
  作者：Gary A. Molander、Kaitlin M. Traister、Brian T. O’Neill

  DOI：10.1021/acs.joc.5b00135

  日期：2015.3.6

  A method has been developed for the introduction of nonaromatic heterocyclic structures onto aryl and heteroaryl bromides using alkyl tosylates in a reductive cross-coupling manifold. This protocol offers an improvement over previous methods by utilizing alkyl tosylate coupling partners that are bench-stable, crystalline solids that can be prepared from inexpensive, commercially available alcohols.