1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-(2-oxopropyl)biphenyl-2-yl]propan-2-one | 1198076-86-6

• 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'-(2-oxopropyl)biphenyl-2-yl]propan-2-one
• 英文别名: 1-[2-[2,4-Dimethoxy-6-(2-oxopropyl)-3-phenylmethoxyphenyl]-3,5-dimethoxy-4-phenylmethoxyphenyl]propan-2-one
• CAS: 1198076-86-6
• 化学式: C₃₆H₃₈O₈
• 分子量: 598.693
• InChiKey: USOMOEDDBNWAHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[4,6,2',4'-tetramethoxy-5,3'-dibenzyloxy-6'-(2-oxopropyl)biphenyl-2-yl]propan-2-one 在 三苯胺 、 lithium hexamethyldisilazane 、 水 、 氯化铵 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以67%的产率得到1,3,11,13-tetramethoxy-2,12-dibenzyloxy-8-methyl-8-hydroxy-5,7,9-trihydro-7H-dibenzo[a,c]cyclononen-6-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：

  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

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.