(E)-methyl 5-(dibenzylamino)-4-((3-methoxy-3-oxoprop-1-en-1-yl)oxy)-5-oxo-4-phenylpent-2-ynoate | 1316843-32-9

• 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: (E)-methyl 5-(dibenzylamino)-4-((3-methoxy-3-oxoprop-1-en-1-yl)oxy)-5-oxo-4-phenylpent-2-ynoate
• 英文别名: methyl 5-(dibenzylamino)-4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-5-oxo-4-phenylpent-2-ynoate
• CAS: 1316843-32-9
• 化学式: C₃₀H₂₇NO₆
• 分子量: 497.547
• InChiKey: DKGPLINIHBXSQJ-XUTLUUPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-methyl 5-(dibenzylamino)-4-((3-methoxy-3-oxoprop-1-en-1-yl)oxy)-5-oxo-4-phenylpent-2-ynoate 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以92%的产率得到dimethyl 2-(2-(dibenzylamino)-2-oxo-1-phenylethyl)furan-3,4-dicarboxylate
  参考文献：
  名称：

  Microwave-Assisted Domino Access to C₂-Chain Functionalized Furans from Tertiary Propargyl Vinyl Ethers

  摘要：

  Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed Into trisubstituted C-2-chain functionalized furans. The metal-free domino transformation Involves a microwave-assisted tandem [3,3]propargyl Claisen rearrangement/5-exo-dig O-cyclization reaction. The manifold can be performed In a one-pot fashion from the primary components (1,2-ketoester/1,2-ketoamide or tertiary propargyl alcohols).

  DOI：

  10.1021/ol2017609
• 作为产物：
  描述：

  N,N-dibenzyl-2-oxo-2-phenylacetamide 、 丙炔酸甲酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以77%的产率得到(E)-methyl 5-(dibenzylamino)-4-((3-methoxy-3-oxoprop-1-en-1-yl)oxy)-5-oxo-4-phenylpent-2-ynoate
  参考文献：
  名称：

  Microwave-Assisted Domino Access to C₂-Chain Functionalized Furans from Tertiary Propargyl Vinyl Ethers

  摘要：

  Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed Into trisubstituted C-2-chain functionalized furans. The metal-free domino transformation Involves a microwave-assisted tandem [3,3]propargyl Claisen rearrangement/5-exo-dig O-cyclization reaction. The manifold can be performed In a one-pot fashion from the primary components (1,2-ketoester/1,2-ketoamide or tertiary propargyl alcohols).

  DOI：

  10.1021/ol2017609

文献信息

• Microwave-Assisted Domino Access to C₂-Chain Functionalized Furans from Tertiary Propargyl Vinyl Ethers
  作者：David Tejedor、Leandro Cotos、Fernando García-Tellado

  DOI：10.1021/ol2017609

  日期：2011.8.19

  Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed Into trisubstituted C-2-chain functionalized furans. The metal-free domino transformation Involves a microwave-assisted tandem [3,3]propargyl Claisen rearrangement/5-exo-dig O-cyclization reaction. The manifold can be performed In a one-pot fashion from the primary components (1,2-ketoester/1,2-ketoamide or tertiary propargyl alcohols).