2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-3-hydroxy-1,4-dihydro-1,4-naphthalenedione | 40940-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-3-hydroxy-1,4-dihydro-1,4-naphthalenedione
• 英文别名: 2-(3,4-dimethoxyphenyl)-3-hydroxy-6,7-dimethoxynaphthalene-1,4-dione；2-hydroxy-3-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,4-naphthoquinone；2-hydroxy-6,7-dimethoxy-3-(3,4-dimethoxyphenyl)-1,4-naphthoquinone；2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-[1,4]naphthoquinone；2-(3,4-Dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-[1,4]naphthochinon；2-(3,4-dimethoxyphenyl)-3-hydroxy-6,7-dimethoxy-1,4-naphthochinon
• CAS: 40940-48-5
• 化学式: C₂₀H₁₈O₇
• 分子量: 370.359
• InChiKey: DVNILWBJSYTQEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-3-hydroxy-1,4-dihydro-1,4-naphthalenedione 在 sodium tetrahydroborate 、 高氯酸 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 反应 20.0h， 生成 7,12-diacetoxy-2,3,9,10-tetramethoxy-5,6-dimethylbenzophenanthridinium perchlorate
  参考文献：
  名称：

  Khokhlov, V. A.; Sladkov, V. I.; Kuleshova, L. N., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 12, p. 2379 - 2384

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸甲酯 在 sodium hydroxide 、 三氯化铝 、 air 、 硝基苯 作用下， 生成 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-3-hydroxy-1,4-dihydro-1,4-naphthalenedione
  参考文献：
  名称：

  Bentley et al., Journal of the Chemical Society, 1952, p. 1763,1766

  摘要：

  DOI：

文献信息

• A novel C–N cleavage in isoquinolines allowing the first direct transformation of 1-benzylisoquinolines into benzo[c]phenanthridines and a new route to 2-phenyl-1,4-naphthoquinones
  作者：Mónica Treus、Juan C Estévez、Luis Castedo、Ramón J Estévez

  DOI：10.1016/s0040-4039(00)01052-2

  日期：2000.8

  can easily be transformed into N-carbethoxy-1-amino-2-phenylnaphthalenes. Bichler–Napieralski reaction of these latter compounds affords the corresponding benzo[c]phenanthridines, while their hydrolysis and subsequent oxidation constitutes a route to 2-phenyl-1,4-naphthoquinones.

  的治疗N-乙酯基-1- benzylideneisoquinolines用LDA给出N-乙氧羰基-1-氨基-1-（2-乙烯基苯基）-2- phenylethylenes，其可以容易地转化为N-乙氧甲酰基-1-氨基-2- phenylnaphthalenes。后面这些化合物的Bichler-Napieralski反应可提供相应的苯并[ c ]菲啶，而它们的水解和随后的氧化反应则是形成2-苯基-1,4-萘醌的途径。
• (Z)-Ethyl 2-phenyl-1-(2-vinylphenyl)vinylcarbamates. Part 1: Synthesis and preliminary studies on their divergent transformation into benzo[c]phenanthridines and 2-phenyl-1,4-naphthoquinones
  作者：Mónica Treus、Cristian O. Salas、Marcos A. Gonazález、Juan C. Estévez、Ricardo A. Tapia、Ramón J. Estévez

  DOI：10.1016/j.tet.2010.10.035

  日期：2010.12

  Treatment of N-carbethoxy-1-benzylideneisoquinolines with LDA gives N-ethoxycarbonyl-1-amino-1-(2-vinylphenyl)-2-phenylethylenes, which can easily be transformed into N-carbethoxy-1-amino-2-phenylnaphthalenes. Bischler-Napieralski reaction of these latter compounds affords the corresponding benzo[c]phenanthridines, while their hydrolysis and subsequent oxidation constitutes a novel route to 2-phenyl-1,4-naphthoquinones. (c) 2010 Elsevier Ltd. All rights reserved.
• From Phenylacetylphenylacetic Acids and 1-Benzylisoquinolines to 6,11-Dihydrobenzo[b]naphtho[2,3-d]furan-6,11-diones, 6H-Dibenzo[c,h]chroman-6-ones and 7,12-Dihydro-5H-dibenzo[c,g]chroman-5,7,12-triones via 2-Phenyl-3-hydroxy-1,4-dihydro-1,4-naphthalenediones or 2-Phenyl-1-naphthols
  作者：Elena Martı́nez、Luis Martı́nez、Mónica Treus、Juan C. Estévez、Ramón J. Estévez、Luis Castedo

  DOI：10.1016/s0040-4020(00)00551-2

  日期：2000.8

  We describe the synthesis of 6,11-dihydrobenzo[b]naphtho[2,3-d]furane 6H-Dibenzo[c,h]chroman-6-ones and 7, 12-dihydro-5H-dibenzo[c,g]chroman-5,7, 12-triones from 2-(2'-phenyl)-3-hydroxy-1,4-dihydro-1,4-naphthalenediones or 2-phenyl-1-naphthols obtained from 2-(2'-bromophenylacetyl)-phenylacetic acids or l-benzylisoquinolines. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Sladkov, V. I.; Medzhitov, D. R.; Khokhlov, V. A., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 4.2, p. 774 - 779
  作者：Sladkov, V. I.、Medzhitov, D. R.、Khokhlov, V. A.、Suvorov, N. N.

  DOI：——

  日期：——
• Khokhlov, V. A.; Sladkov, V. I.; Kurkovskaya, L. N., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 3, p. 538 - 543
  作者：Khokhlov, V. A.、Sladkov, V. I.、Kurkovskaya, L. N.、Kuleshova, E. F.、Suvorov, N. N.

  DOI：——

  日期：——