2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-1,4-naphthalenedione | 302331-54-0

• 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-1,4-dihydro-1,4-naphthalenedione
• 英文别名: 2-(3,4-dimethoxyphenyl)-6,7-dimethoxy-[1,4]-naphthoquinone；2-(3,4-dimethoxyphenyl)-6,7-dimethoxynaphthalene-1,4-dione
• CAS: 302331-54-0
• 化学式: C₂₀H₁₈O₆
• 分子量: 354.359
• InChiKey: ZGUAVLBGLATYCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-1,4-naphthalenedione 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.5h， 以90%的产率得到2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-3-hydroxy-1,4-dihydro-1,4-naphthalenedione
  参考文献：
  名称：

  异喹啉中的新型C–N裂解，可将1-苄基异喹啉首次直接转化为苯并[ c ]菲啶，并为2-苯基-1,4-萘醌提供新途径

  摘要：

  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。

  DOI：

  10.1016/s0040-4039(00)01052-2
• 作为产物：
  描述：

  2-Methylpapaverinium iodide 在 sodium hydroxide 、 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 22.0h， 生成 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-1,4-naphthalenedione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(00)00551-2

文献信息

• Efficient Synthesis of Ningalin C
  作者：Anucha Namsa-aid、Somsak Ruchirawat

  DOI：10.1021/ol026074s

  日期：2002.8.1

  [reaction: see text] A concise and efficient synthesis of the permethyl derivative of the marine alkaloid ningalin C (2) has been accomplished. The key step involves the formation of a pyrrolinone from an aminoquinone in one pot. An efficient route for the synthesis of the key aminoquinone has also been developed.

  [反应：见正文]已经完成了海洋生物碱神经灵C（2）的全甲基衍生物的简洁有效合成。关键步骤涉及在一锅中由氨基醌形成吡咯烷酮。还已经开发了合成关键氨基醌的有效途径。
• (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.
• 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。