1,3,11,13-tetramethoxy-2,12-dibenzyloxy-8-methyl-8-hydroxy-5,7,9-trihydro-7H-dibenzo[a,c]cyclononen-6-one | 1198176-79-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3,11,13-tetramethoxy-2,12-dibenzyloxy-8-methyl-8-hydroxy-5,7,9-trihydro-7H-dibenzo[a,c]cyclononen-6-one
• CAS: 1198176-79-2
• 化学式: C₃₆H₃₈O₈
• 分子量: 598.693
• InChiKey: MQASWLFSQBAWBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  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