2-叔丁基-3-溴苯并[b]呋喃 | 245741-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2-叔丁基-3-溴苯并[b]呋喃
• 英文名称: 2-tert-butyl-3-bromobenzo[b]furan
• 英文别名: 3-Bromo-2-tert-butyl-1-benzofuran；3-bromo-2-tert-butyl-1-benzofuran
• CAS: 245741-49-5
• 化学式: C₁₂H₁₃BrO
• 分子量: 253.139
• InChiKey: KMXNCTAJEGCFPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• 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-叔丁基-3-溴苯并[b]呋喃 在 正丁基锂 、 sulfur 作用下， 生成
  参考文献：
  名称：

  4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme

  摘要：

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00332-7
• 作为产物：
  描述：

  2-叔丁基-1-苯并呋喃 在 溴 作用下， 以 乙醚 为溶剂， 以84%的产率得到2-叔丁基-3-溴苯并[b]呋喃
  参考文献：
  名称：

  4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme

  摘要：

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00332-7

文献信息

• Novel and Selective Palladium-Catalyzed Annulations of 2-Alkynylphenols To Form 2-Substituted 3-Halobenzo[<i>b</i>]furans
  作者：Yun Liang、Shi Tang、Xu-Dong Zhang、Li-Qiu Mao、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1021/ol060908f

  日期：2006.7.1

  [reaction: see text] A novel and selective palladium-catalyzed annulation of 2-alkynylphenols method for the synthesis of 2-substituted 3-halobenzo[b]furans is presented. In the presence of PdX(2), CuX(2), and HEt(3)NX, 2-substituted 3-halobenzo[b]furans were selectively obtained as the major products. The mechanism of the reaction was also discussed.

  [反应：见正文]提出了一种新颖的，选择性的钯催化的2-炔基苯酚的环合法，用于合成2-取代的3-卤代苯并[b]呋喃。在PdX（2），CuX（2）和HEt（3）NX的存在下，有选择地获得2-取代的3-卤代苯并[b]呋喃作为主要产物。还讨论了反应机理。
• 4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme
  作者：Edmund L. Ellsworth、John Domagala、J.V.N. Vara Prasad、Susan Hagen、Donna Ferguson、Tod Holler、Donald Hupe、Neil Graham、Caroline Nouhan、Peter J. Tummino、Greg Zeikus、Elizabeth A. Lunney

  DOI：10.1016/s0960-894x(99)00332-7

  日期：1999.7

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.