methyl 2-(4-nitrophenyl)-3-furoate | 445307-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-(4-nitrophenyl)-3-furoate
• 英文别名: Methyl 2-(4-nitrophenyl)-3-furancarboxylate；methyl 2-(4-nitrophenyl)furan-3-carboxylate
• CAS: 445307-36-8
• 化学式: C₁₂H₉NO₅
• 分子量: 247.207
• InChiKey: PLDISUWQYUVIOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  85.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-nitrophenyl)-3-furoate 在 palladium on activated charcoal 氢气 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl 2-[4-[[(2R)-2-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-2-(3-chlorophenyl)ethyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]propyl]amino]phenyl]furan-3-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of potent and selective β3 adrenergic receptor agonists containing heterobiaryl carboxylic acids

  摘要：

  The design, synthesis, and SAR of a novel series of heterobiaryl phenethanolamine beta(3) adrenergic receptor agonists are described. The furan analogue 49 was shown to elicit a significant dose-dependent lowering of plasma glucose in a rodent model of type 2 diabetes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.069
• 作为产物：
  描述：

  3-糠酸 在 盐酸 、 硫酸 、 sodium nitrite 作用下， 生成 methyl 2-(4-nitrophenyl)-3-furoate
  参考文献：
  名称：

  Synthesis and evaluation of potent and selective β3 adrenergic receptor agonists containing heterobiaryl carboxylic acids

  摘要：

  The design, synthesis, and SAR of a novel series of heterobiaryl phenethanolamine beta(3) adrenergic receptor agonists are described. The furan analogue 49 was shown to elicit a significant dose-dependent lowering of plasma glucose in a rodent model of type 2 diabetes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.069

文献信息

• A Metathesis Approach to Aromatic Heterocycles
  作者：Timothy J. Donohoe、Allan J. Orr、Katherine Gosby、Matilda Bingham

  DOI：10.1002/ejoc.200500113

  日期：2005.5

  The ring closing metathesis (RCM) reaction can be used to prepare substituted furans and pyrroles. By utilising a Pd-catalysed coupling reaction with methoxyallene, allylic alcohols and sulfonamides can be converted into substrates that are ideal precursors to ring closing metathesis. After the RCM reaction is complete, the addition of acid promotes an elimination of methanol to form the fully aromatised

  闭环复分解（RCM）反应可用于制备取代的呋喃和吡咯。通过利用 Pd 催化的与甲氧基丙二烯的偶联反应，烯丙醇和磺酰胺可以转化为底物，这些底物是闭环复分解的理想前体。RCM 反应完成后，酸的加入促进甲醇的消除，形成完全芳构化的体系。一系列不同的取代模式和官能团与该序列兼容。双丙二烯偶联、RCM 和消除反应也是可能的，并允许形成联芳系统。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Chemical compounds
  申请人：——

  公开号：US20040106672A1

  公开（公告）日：2004-06-03

  The present invention discloses compounds of Formula I. The present invention also discloses beta-3 agonists of formula I and methods for treating beta-3 mediated diseases and condition using the compounds of formula I, in particular methods for treating diabetes or obesity.

  本发明揭示了I式化合物。本发明还揭示了I式β-3激动剂以及使用I式化合物治疗β-3介导的疾病和病状的方法，特别是治疗糖尿病或肥胖症的方法。
• CHEMICAL COMPOUNDS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1366033B1

  公开（公告）日：2005-04-27
• US7034053B2
  申请人：——

  公开号：US7034053B2

  公开（公告）日：2006-04-25
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：GLAXO GROUP LTD

  公开号：WO2002060885A1

  公开（公告）日：2002-08-08

  The present invention discloses compounds of Formula I. The present invention also discloses beta-3 agonists of formula I and methods for treating beta-3 mediated diseases and condition using the compounds of formula I, in particular methods for treating diabetes or obesity.