5,5'-Dihydroxy-1,12,1',12'-tetramethyl-[6,6']bi[benzo[c]phenanthrenyl]-8,8'-dicarboxylic acid dimethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 5,5'-Dihydroxy-1,12,1',12'-tetramethyl-[6,6']bi[benzo[c]phenanthrenyl]-8,8'-dicarboxylic acid dimethyl ester
• 英文别名: Methyl 5-hydroxy-6-(5-hydroxy-8-methoxycarbonyl-1,12-dimethylbenzo[c]phenanthren-6-yl)-1,12-dimethylbenzo[c]phenanthrene-8-carboxylate；methyl 5-hydroxy-6-(5-hydroxy-8-methoxycarbonyl-1,12-dimethylbenzo[c]phenanthren-6-yl)-1,12-dimethylbenzo[c]phenanthrene-8-carboxylate
• 化学式: C₄₄H₃₄O₆
• 分子量: 658.75
• InChiKey: APXXTECBBJCFHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  50
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,5'-Dihydroxy-1,12,1',12'-tetramethyl-[6,6']bi[benzo[c]phenanthrenyl]-8,8'-dicarboxylic acid dimethyl ester 、 (1S)-(-)-莰烷酰氯 在 三乙胺 作用下， 生成 、 1,12,1',12'-Tetramethyl-5'-((1R,4S)-4,7,7-trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carbonyloxy)-5-((1S,4R)-4,7,7-trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carbonyloxy)-[6,6']bi[benzo[c]phenanthrenyl]-8,8'-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of optically active bihelicenols

  摘要：

  All six stereoisomers of dimethyl 5,5'-dihydroxy-1,1',12,12'-tetramethyl-[6,6']bi(benzo[c]phenanthrenyl)-8,8'-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00667-1
• 作为产物：
  描述：

  (E)-1,12,1',12'-Tetramethyl-5,5'-dioxo-5H,5'H-[6,6']bi[benzo[c]phenanthrenylidene]-8,8'-dicarboxylic acid dimethyl ester 在 palladium on activated charcoal 氢气 作用下， 生成 5,5'-Dihydroxy-1,12,1',12'-tetramethyl-[6,6']bi[benzo[c]phenanthrenyl]-8,8'-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of optically active bihelicenols

  摘要：

  All six stereoisomers of dimethyl 5,5'-dihydroxy-1,1',12,12'-tetramethyl-[6,6']bi(benzo[c]phenanthrenyl)-8,8'-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00667-1

文献信息

• Synthesis of optically active bihelicenols
  作者：Daisuke Nakano、Rie Hirano、Masahiko Yamaguchi、Chizuko Kabuto

  DOI：10.1016/s0040-4039(03)00667-1

  日期：2003.4

  All six stereoisomers of dimethyl 5,5'-dihydroxy-1,1',12,12'-tetramethyl-[6,6']bi(benzo[c]phenanthrenyl)-8,8'-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.