2-(5-呋喃-2-基-戊氧基)四氢吡喃 | 1003005-70-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 2-(5-呋喃-2-基-戊氧基)四氢吡喃
• 英文名称: 2-(5-furan-2-yl-pentyloxy)tetrahydropyran
• 英文别名: 2-[5-(Furan-2-yl)pentoxy]oxane；2-[5-(furan-2-yl)pentoxy]oxane
• CAS: 1003005-70-6
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: DPCJWXMWWPDATQ-UHFFFAOYSA-N

物化性质

• 沸点：
  345.4±42.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-呋喃-2-基-戊氧基)四氢吡喃 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以78.8%的产率得到5-(2-furyl)pentan-1-ol
  参考文献：
  名称：

  Amino Acid Derived Enamides:  Synthesis and Aminopeptidase Activity

  摘要：

  Recently developed copper-catalyzed coupling methodology has been applied to the Synthesis of amino acid derived enamides. Bond formation proved to be strongly influenced by protection strategy and vinyl iodide substitution while tolerant of limited side chain functionality. Assessment of aminopeptidase activity revealed a preference for (E)-1,2-disubstituted constructs.

  DOI：

  10.1021/ol7025729
• 作为产物：
  描述：

  呋喃 、 5-((四氢吡喃-2-基)氧基)-1-溴戊烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.0h， 以90%的产率得到2-(5-呋喃-2-基-戊氧基)四氢吡喃
  参考文献：
  名称：

  Amino Acid Derived Enamides:  Synthesis and Aminopeptidase Activity

  摘要：

  Recently developed copper-catalyzed coupling methodology has been applied to the Synthesis of amino acid derived enamides. Bond formation proved to be strongly influenced by protection strategy and vinyl iodide substitution while tolerant of limited side chain functionality. Assessment of aminopeptidase activity revealed a preference for (E)-1,2-disubstituted constructs.

  DOI：

  10.1021/ol7025729

文献信息

• Gold-Catalyzed Transannular [4+3] Cycloaddition Reactions
  作者：Benjamin W. Gung、Derek T. Craft、Lauren N. Bailey、Kristin Kirschbaum

  DOI：10.1002/chem.200902185

  日期：2010.1.11

  using a CrCl2‐promoted reaction. In the presence of either a AuI or AuIII catalyst, a tandem 3,3‐rearrangement/transannular [4+3] cycloaddition reaction occurred to give propargyl acetates that are regio‐ and diastereospecific. The regiochemistry of the product is controlled by the position of the acetoxy group in the starting material and the stereochemistry of the reaction depends on the ring size

  通过使用 CrCl 2促进的反应制备了含有呋喃环的大环乙酸炔丙酯。在 Au I或 Au III催化剂存在下，发生串联的 3,3-重排/跨环 [4+3] 环加成反应，得到具有区域和非对映特异性的乙酸炔丙酯。产物的区域化学受起始材料中乙酰氧基的位置控制，反应的立体化学取决于环的大小。
• Transannular [4C+3C]-Cycloaddition Reactions of Oxyallyl Cation to Furan
  作者：Benjamin Gung、Ryan Conyers

  DOI：10.1055/s-0030-1258993

  日期：2010.11

  For the first time, successful transannular [4+3]-cyclo­addition reactions based on an oxyallyl cation intermediate are reported. The key steps involve the synthesis of the macrocyclic precursor and the transanuular [4C+3C]-cycloaddition step.

  首次成功报道了基于氧烯丙基阳离子中间体的反氰基[4+3]-环加成反应。关键步骤包括大环前体的合成和反式[4C+3C]-环加成反应步骤。
• Amino Acid Derived Enamides:  Synthesis and Aminopeptidase Activity
  作者：Richard R. Cesati、Greg Dwyer、Reinaldo C. Jones、Megan P. Hayes、Padmaja Yalamanchili、David S. Casebier

  DOI：10.1021/ol7025729

  日期：2007.12.1

  Recently developed copper-catalyzed coupling methodology has been applied to the Synthesis of amino acid derived enamides. Bond formation proved to be strongly influenced by protection strategy and vinyl iodide substitution while tolerant of limited side chain functionality. Assessment of aminopeptidase activity revealed a preference for (E)-1,2-disubstituted constructs.