1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-allylbiphenyl-2-yl]propan-2-ene | 1198076-87-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-allylbiphenyl-2-yl]propan-2-ene
• 英文别名: 4-(2,4-Dimethoxy-3-phenylmethoxy-6-prop-2-enylphenyl)-1,3-dimethoxy-2-phenylmethoxy-5-prop-2-enylbenzene
• CAS: 1198076-87-7
• 化学式: C₃₆H₃₈O₆
• 分子量: 566.694
• InChiKey: GQXKGHOEEUPUJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-allylbiphenyl-2-yl]propan-2-ene 在 氧气 、 copper(l) chloride 、 palladium dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以50%的产率得到1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-(2-oxopropyl)biphenyl-2-yl]propan-2-one
  参考文献：
  名称：

  Synthesis of the Cores of Hypocrellin and Shiraiachrome: Diastereoselective 1,8-Diketone Aldol Cyclization

  摘要：

  Intramolecular 1,8-diketone aldol reactions Were Studied as a tool for the construction of the seven-membered rings of hypocrellin and shiraiachrome. Conditions were identified to obtain the relative stereochemistries present in the two natural products with excellent diastereoselectivity. In addition, a nine-membered ring congener, which has yet to be observed in nature, formed with high selectivity when a hindered amine was used in conjunction with silazide bases.

  DOI：

  10.1021/jo9018914
• 作为产物：
  描述：

  6,6'-diallyl-2,2',4,4'-tetramethoxybiphenyl-3,3'-diol 、 溴甲苯 在 sodium hydride 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-allylbiphenyl-2-yl]propan-2-ene
  参考文献：
  名称：

  Synthesis of the Cores of Hypocrellin and Shiraiachrome: Diastereoselective 1,8-Diketone Aldol Cyclization

  摘要：

  Intramolecular 1,8-diketone aldol reactions Were Studied as a tool for the construction of the seven-membered rings of hypocrellin and shiraiachrome. Conditions were identified to obtain the relative stereochemistries present in the two natural products with excellent diastereoselectivity. In addition, a nine-membered ring congener, which has yet to be observed in nature, formed with high selectivity when a hindered amine was used in conjunction with silazide bases.

  DOI：

  10.1021/jo9018914

文献信息

• Synthesis of the Cores of Hypocrellin and Shiraiachrome: Diastereoselective 1,8-Diketone Aldol Cyclization
  作者：Erin M. O’Brien、Jingxian Li、Patrick J. Carroll、Marisa C. Kozlowski

  DOI：10.1021/jo9018914

  日期：2010.1.1

  Intramolecular 1,8-diketone aldol reactions Were Studied as a tool for the construction of the seven-membered rings of hypocrellin and shiraiachrome. Conditions were identified to obtain the relative stereochemistries present in the two natural products with excellent diastereoselectivity. In addition, a nine-membered ring congener, which has yet to be observed in nature, formed with high selectivity when a hindered amine was used in conjunction with silazide bases.