(5-(ethoxycarbonyl)furan-2-yl)zinc bromide | 737797-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: (5-(ethoxycarbonyl)furan-2-yl)zinc bromide
• 英文别名: (5-ethoxycarbonyl-2-furyl)zinc(II) bromide；5-(ethoxycarbonyl)furan-2-ylzinc bromide；5-ethoxycarbonyl-2-furanyl zinc bromide；bromo(5-(ethoxycarbonyl)-2-furanyl)zinc；5-ethoxycarbonyl-2-furylzinc bromide；bromo[5-(ethoxycarbonyl)-2-furyl]zinc
• CAS: 737797-46-5
• 化学式: C₇H₇BrO₃Zn
• 分子量: 284.425
• InChiKey: SPOXGPWMGANQMR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5-(ethoxycarbonyl)furan-2-yl)zinc bromide 在 aluminum (III) chloride 、 三丁基膦 、 偶氮二甲酰胺 、 四丁基氟化铵 、 水 、 溶剂黄146 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 乙腈 为溶剂， 生成 5-{(2R,4aR,5S,6R,7aS)-5-[(4-chloro-3-methylphenoxy)methyl]-6-hydroxyoctahydrocyclopenta[b]pyran-2-yl}-2-furoic acid
  参考文献：
  名称：

  Structural optimization and structure–functional selectivity relationship studies of G protein-biased EP2 receptor agonists

  摘要：

  The modification of the novel G protein-biased EP2 agonist 1 has been investigated to improve its G protein activity and develop a better understanding of its structure-functional selectivity relationship (SFSR). The optimization of the substituents on the phenyl ring of 1, followed by the inversion of the hydroxyl group on the cyclopentane moiety led to compound 9, which showed a 100-fold increase in its G protein activity compared with 1 without any increase in beta-arrestin recruitment. Furthermore, SFSR studies revealed that the combination of meta and para substituents on the phenyl moiety was crucial to the functional selectivity. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.03.110

文献信息

• Certain pyrazoline derivatives with kinase inhibitory activity
  申请人：Adams Ruth S.

  公开号：US20080171754A1

  公开（公告）日：2008-07-17

  The present invention provides certain pyrazoline compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions and methods of using the compositions in the treatment of various diseases.

  本发明提供了某些吡唑啉化合物，可用作蛋白激酶的抑制剂。该发明还提供了药物组合物和使用这些组合物治疗各种疾病的方法。
• A DNA‐Encoded Chemical Library Incorporating Elements of Natural Macrocycles
  作者：Cedric J. Stress、Basilius Sauter、Lukas A. Schneider、Timothy Sharpe、Dennis Gillingham

  DOI：10.1002/anie.201902513

  日期：2019.7.8

  Here we show a seven‐step chemical synthesis of a DNA‐encoded macrocycle library (DEML) on DNA. Inspired by polyketide and mixed peptide‐polyketide natural products, the library was designed to incorporate rich backbone diversity. Achieving this diversity, however, comes at the cost of the custom synthesis of bifunctional building block libraries. This study outlines the importance of careful retrosynthetic

  在这里，我们展示了在DNA上进行DNA编码的大环文库（DEML）的七步化学合成。受聚酮化合物和肽-聚酮化合物混合天然产物的启发，该文库旨在整合丰富的骨架多样性。但是，要实现这种多样性，就要以双功能构件块库的定制合成为代价。这项研究概述了在DNA编码文库中仔细进行逆向合成设计的重要性，同时揭示了需要新的DNA合成方法的领域。
• [EN] 3-OXO-TETRAHYDRO-FURO[3,2-B]PYRROL-4(5H)-YL) DERIVATIVES I<br/>[FR] DÉRIVÉS 3-OXO-TÉTRAHYDRO-FURO [3,2-B] PYRROL -4 (5H)-YL)
  申请人：GRUENENTHAL GMBH

  公开号：WO2015161928A1

  公开（公告）日：2015-10-29

  The invention relates to amidic oxotetrahydro-2H-furo[3.2-b]pyrrol-4(5H)-yl) derivatives as dual CatS/K inhibitors, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

  这项发明涉及作为双重CatS/K抑制剂的酰胺氧代四氢-2H-呋喃[3.2-b]吡咯-4(5H)-基)衍生物，以及含有这些化合物的药物组合物，还涉及这些化合物用于治疗和/或预防疼痛以及其他疾病和/或紊乱。
• Pd-PEPPSI-IPent: Low-Temperature Negishi Cross-Coupling for the Preparation of Highly Functionalized, Tetra-ortho-Substituted Biaryls
  作者：Selçuk Çalimsiz、Mahmoud Sayah、Debasis Mallik、Michael G. Organ

  DOI：10.1002/anie.200906811

  日期：2010.3.8

  Cool couplings: Complex, hindered biaryls have been prepared at temperatures ranging from 0°C to room temperature, or with gentle heating. The Pd‐PEPPSI‐IPent catalyst (see scheme) nicely couples starting materials containing acidic moieties and routinely prepares biaryl derivatives where one or both rings comprising the biaryl are heterocyclic. Ar1=hindered aryl or heteroaryl, Ar2=unactivated aryl

  冷偶合：复杂的受阻联芳基已在0°C至室温的温度范围内或温和加热下制备。Pd-PEPPSI-IPent催化剂（参见方案）很好地偶联了含有酸性部分的原料，并常规制备了其中一个或两个包含联芳基的环为杂环的联芳基衍生物。Ar 1 =受阻的芳基或杂芳基，Ar 2 =未活化的芳基或杂芳基。
• Preparation of aryl ketones via Ni-catalyzed Negishi-coupling reactions with acid chlorides
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1016/j.tetlet.2011.01.135

  日期：2011.3

  A Ni-catalyst-catalyzed cross-coupling reaction of organozinc reagents with acid chlorides has been successfully developed. Mild reaction conditions were required to complete the coupling reactions affording the corresponding aryl ketones in good to excellent yields.

  已成功开发了镍催化的有机锌试剂与酰氯的交叉偶联反应。需要温和的反应条件以完成偶联反应，以良好至优异的产率提供相应的芳基酮。