Acetic acid 3'''-acetoxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester | 328235-20-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: Acetic acid 3'''-acetoxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester
• 英文别名: [4-[4-[4-(3-Acetyloxy-2-methoxynaphthalen-1-yl)-2,3-dimethoxynaphthalen-1-yl]-2,3-dimethoxynaphthalen-1-yl]-3-methoxynaphthalen-2-yl] acetate
• CAS: 328235-20-7
• 化学式: C₅₀H₄₂O₁₀
• 分子量: 802.877
• InChiKey: GSORDXCYPUTFKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  60
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Acetic acid 3'''-acetoxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester 在 palladium on activated charcoal 氢气 作用下， 以40%的产率得到Acetic acid 3'''-hydroxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester
  参考文献：
  名称：

  Synthesis of Configurationally Defined Sexi- and Octinaphthalene Derivatives

  摘要：

  [GRAPHICS]Configurationally defined optically active octinaphthalenes were synthesized using the oxidative coupling of optically active quaternaphthalenes with a 2-hydroxynaphthol moiety as a key reaction. The absolute configuration was determined by comparison with products of [6 + 2] coupling.

  DOI：

  10.1021/ol006843c
• 作为产物：
  描述：

  Acetic acid 3'''-hydroxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester 在 α-苯乙胺 、 copper dichloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 Acetic acid 3'''-acetoxy-2,2',3',2'',3'',2'''-hexamethoxy-[1,1';4',1'';4'',1''']quaternaphthalen-3-yl ester
  参考文献：
  名称：

  Synthesis of Configurationally Defined Sexi- and Octinaphthalene Derivatives

  摘要：

  [GRAPHICS]Configurationally defined optically active octinaphthalenes were synthesized using the oxidative coupling of optically active quaternaphthalenes with a 2-hydroxynaphthol moiety as a key reaction. The absolute configuration was determined by comparison with products of [6 + 2] coupling.

  DOI：

  10.1021/ol006843c

文献信息

• Configurationally defined sexi- and octinaphthalene derivatives: synthesis and optical properties
  作者：Takumi Furuta、Kiyoshi Tanaka、Kazunori Tsubaki、Kaoru Fuji

  DOI：10.1016/j.tet.2004.03.055

  日期：2004.5

  The copper mediated oxidative coupling of optically active quaternaphthalenes having a 2-hydroxynaphthyl moiety gave configurationally defined optically active octinaphthalenes. The absolute configuration was determined by comparison with products of [6+2] coupling. The CD spectra of bi-, ter-, quater-, sexi- and octinaphthalenes suggested that the absolute configuration of the chiral axis could be deduced from the intensity of their Cotton effects. (C) 2004 Published by Elsevier Ltd.