2-(2-Furyl)ethyl iodide | 169892-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(2-Furyl)ethyl iodide
• 英文别名: 2-(2-iodoethyl)furan
• CAS: 169892-18-6
• 化学式: C₆H₇IO
• 分子量: 222.025
• InChiKey: RHIPUKGSDCFWAW-UHFFFAOYSA-N

物化性质

• 沸点：
  207.8±23.0 °C(Predicted)
• 密度：
  1.792±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-Furyl)ethyl iodide 在 sodium hydride 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.5h， 生成 3-Ethynyl-6-(2-furanyl)-4-methyl-3-hexanol
  参考文献：
  名称：

  Intramolecular [4+3] Cycloadditions. Studies of Relative Asymmetric Induction

  摘要：

  Treatment df both the E and Z isomers of alkoxyallylic sulfones 20a and 20b with TiCl4 results in the formation of 4 + 3 cycloadducts by intramolecular cycloaddition. The distribution of diastereomers is different from each isomer of educt. This suggests that cycloaddition occurs faster than any isomerization process of the intermediate allylic cations. Both the E and Z isomers of 20c lead to the same 4 + 3 cycloadduct with essentially complete diastereoselectivity. Inherently high simple diastereoselection and a strong conformational bias in the allylic cation intermediates for both isomers account for this selectivity. The importance of allylic cation stereochemistry in these reactions is underscored by the cyclization of 20d. The Z isomer give only 4 + 3 cycloadducts with excellent relative but poor simple diastereoselection, suggestive of a concerted reaction. The E isomer give a [3 + 2] cycloadduct, enol ether 60, as the major cycloadduct as well as 4 + 3 cycloadducts and chloride-trapping product 61. This result is indicative of a stepwise reaction. The data reflect the importance of allylic cation stereochemistry in the regiochemical and stereochemical outcomes of intramolecular 4 + 3 cycloaddition reactions.

  DOI：

  10.1021/jo00121a028
• 作为产物：
  描述：

  β-2-呋喃基乙醇 在 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 24.0h， 生成 2-(2-Furyl)ethyl iodide
  参考文献：
  名称：

  以白磷为 P 原子源的无金属可见光诱导未活化烷基碘的磷酸化

  摘要：

  开发实用且温和的催化方法，将白磷直接转化为增值有机磷化合物，无需危险的氯化步骤，代表了有机合成领域的重要进步。开发了第一个有机染料催化的白磷与未活化的烷基碘的自由基级联烷基化反应，它以中等至良好的产率选择性地提供了结构多样的二烷基膦。该实用反应在无金属条件下进行，并表现出良好的官能团耐受性和高磷转化率。

  DOI：

  10.1039/d3gc01579c

文献信息

• QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS
  申请人：Smith Nicholas D.

  公开号：US20080139558A1

  公开（公告）日：2008-06-12

  The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

  本发明涉及抑制诱导型NOS合酶的新奎诺酮化合物（化学式I），以及合成和使用这些化合物的方法，包括通过向患者施用这些化合物来治疗疾病的抑制或调节一氧化氮合成和/或降低一氧化氮水平的方法。
• Stereoselective Intramolecular [4 + 3] Cycloadditions of Nitrogen-Stabilized Chiral Oxyallyl Cations via Epoxidation of N-Tethered Allenamides
  作者：Hui Xiong、Jian Huang、Sunil K. Ghosh、Richard P. Hsung

  DOI：10.1021/ja030416n

  日期：2003.10.1

  first intramolecular [4 + 3] cycloaddition reaction using nitrogen-stabilized chiral oxyallyl cations that are tethered to furan or diene through the nitrogen atom is described here. Formation of these nitrogen-stabilized chiral oxyallyl cations is achieved by a chemoselective epoxidation of chiral allenamides via syringe pump addition of dimethyl dioxirane. The ensuing cycloaddition can be carried out

  此处描述了第一个分子内 [4 + 3] 环加成反应，该反应使用通过氮原子连接到呋喃或二烯的氮稳定手性氧烯丙基阳离子。这些氮稳定的手性氧烯丙基阳离子的形成是通过手性烯丙酰胺的化学选择性环氧化通过注射泵添加二甲基二环氧乙烷来实现的。随后的环加成可以用一系列不同长度的系链进行，并且当使用具有较短系链的手性烯丙酰胺时可以获得高非对映选择性。
• [EN] BICYCLIC COMPOUNDS AND USES THEREOF FOR THE TREATMENT OF DISEASES<br/>[FR] COMPOSÉS BICYCLIQUES ET LEURS UTILISATIONS POUR LE TRAITEMENT DE MALADIES
  申请人：ATHIRA PHARMA INC

  公开号：WO2022094400A1

  公开（公告）日：2022-05-05

  Provided herein are compounds and compositions thereof for modulating hepatocyte growth factors. In some embodiments, the compounds and compositions are provided for treatment of diseases, including neurological disorders.

  本文提供了用于调节肝细胞生长因子的化合物和其组合物。在某些实施例中，这些化合物和组合物被提供用于治疗疾病，包括神经系统疾病。
• A model study for the concise construction of the oxapentacyclic core of cortistatins through intramolecular Diels–Alder and oxidative dearomatization–cyclization reactions
  作者：Lianzhu Liu、Yingxiang Gao、Chao Che、Na Wu、David Zhigang Wang、Chuang-Chuang Li、Zhen Yang

  DOI：10.1039/b817376a

  日期：——

  A unified strategy towards the facile construction of the [6.7.6.5] oxapentacyclic skeleton of cortistatins is reported, featuring intramolecular Diels-Alder (IMDA) and oxidative dearomatization-cyclization reactions as key steps.

  据报道，一种简便策略构建皮质醇[6.7.6.5]氧杂五环骨架的统一策略，其中以分子内Diels-Alder（IMDA）和氧化脱芳香化-环化反应为关键步骤。
• INHIBITORS OF MACROPHAGE MIGRATION INHIBITORY FACTOR AND METHODS FOR IDENTIFYING THE SAME
  申请人：Sircar Jagadish

  公开号：US20070238736A9

  公开（公告）日：2007-10-11

  Inhibitors of MIF are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures: including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R 1 , R 2 , R 3 , R 4 , X, and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.

  提供了抑制MIF的抑制剂，其在治疗多种疾病方面具有用途，包括治疗与MIF活性相关的病理条件。 MIF的抑制剂具有以下结构：包括立体异构体，前药和其药学上可接受的盐，其中n，R1，R2，R3，R4，X和Z的定义如本文所述。还提供了含有MIF抑制剂和药学上可接受的载体组合的组合物，以及使用它们的方法。