methyl 5-(4-tert-butylphenyl)furan-2-carboxylate | 115933-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: methyl 5-(4-tert-butylphenyl)furan-2-carboxylate
• CAS: 115933-43-2
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: VVVJYMANUNAXFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 5-(4-tert-butylphenyl)furan-2-carboxylate 在 盐酸 、 六甲基磷酰三胺 、 甲基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 生成 4-[5-(4-Ethoxy-phenyl)-furan-2-yl]-2,4-dioxo-butyric acid
  参考文献：
  名称：

  The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors

  摘要：

  There have been several recent reports of chemopotentiation via inhibition of DNA repair processes. Flap endonuclease 1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. In this report, we describe the identification and SAR of a series of 2,4-diketobutyric acid FENI inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.028
• 作为产物：
  描述：

  4-叔丁基苯硼酸 在 N-甲基吡咯烷酮 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 生成 methyl 5-(4-tert-butylphenyl)furan-2-carboxylate
  参考文献：
  名称：

  The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors

  摘要：

  There have been several recent reports of chemopotentiation via inhibition of DNA repair processes. Flap endonuclease 1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. In this report, we describe the identification and SAR of a series of 2,4-diketobutyric acid FENI inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.028

文献信息

• Methyl 2-Furoate: An Alternative Reagent to Furan for Palladium-Catalysed Direct Arylation
  作者：Hai Yan Fu、Henri Doucet

  DOI：10.1002/ejoc.201101102

  日期：2011.12

  The palladium-catalysed direct arylation of methyl 2-furoate with aryl bromides was studied. The use of KOAc as the base, dimethylacetamide (DMAc) as the solvent and Pd(OAc)2 as the catalyst was found to give 5-arylfurans regioselectively and without decarboxylation. These methyl 5-aryl-2-furoates gave 2,5-diarylfurans by decarboxylative coupling by using Pd(OAc)2 as the catalyst. Methyl 2-furoate

  研究了钯催化的 2-糠酸甲酯与芳基溴化物的直接芳基化反应。发现使用 KOAc 作为碱、二甲基乙酰胺 (DMAc) 作为溶剂和 Pd(OAc) 2 作为催化剂可以区域选择性地得到 5-芳基呋喃并且没有脱羧。这些5-芳基-2-糠酸甲酯通过使用Pd(OAc) 2 作为催化剂的脱羧偶联得到2,5-二芳基呋喃。因此，2-糠酸甲酯代表了一种方便的替代呋喃的底物，用于合成单或多芳基化呋喃。