1,2,3,4-tetrahydronaphthacene-5,12-dione | 69813-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 1,2,3,4-tetrahydronaphthacene-5,12-dione
• 英文别名: tetrahydro-5,12-naphthacenedione；5,12-Naphthacenedione, 1,2,3,4-tetrahydro-；1,2,3,4-tetrahydrotetracene-5,12-dione
• CAS: 69813-92-9
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: VVQHEYOVOQBKAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 Wilkinson's catalyst chromium(VI) oxide 、 sodium tetrahydroborate 、 氢气 、 sodium acetate 作用下， 以 甲醇 、 氯仿 、 水 、 溶剂黄146 、 苯 为溶剂， 反应 100.92h， 生成 1,2,3,4-tetrahydronaphthacene-5,12-dione
  参考文献：
  名称：

  醌的化学。第7部分。通过1，4-蒽醌的Diels–Alder反应合成蒽环酮类似物

  摘要：

  Diels–Alder加合物是由1，4-蒽醌与1,3-二丁烯与1-乙酰氧基，1-甲基，2-甲基和2,3-二甲基-buta-1反应形成的， 3-二烯和环己-1,3-二烯。还可以通过使9-氯-10-羟基-1,4-蒽醌与buta-1,3-二烯和2-甲基buta-1,3-二烯反应来制备加合物。一些线性四环加合物被转化为1,2,3,4-四氢-1,5,12-三羟基萘-6,11-醌（21）和2-乙酰基1,2,3,4-四氢- 2,5,12-三羟基萘-6,11-醌（7）。后者已被其他工人转换为4-脱甲氧基柔红霉素（48）和4-脱甲氧基柔红霉素（8）。

  DOI：

  10.1039/p19810000689

文献信息

• Processes for producing doxorubicin, daunomycinone, and derivatives of doxorubicin
  申请人：The Board of Regents of the University of Nebraska

  公开号：EP0523289A1

  公开（公告）日：1993-01-20

  To produce doxorubicin and its analogues, methyl 3alpha, 5alpha-dihydroxy-5beta-(trimethylsilylethynyl)-2alpha-nitromethylcyclohexane-1beta-carboxylate acetonide is condensed with 1,4-dihydro-4,4,5-trimethoxy-1-oxonaphthalene in the presence of 1,8-diazabicyclo-[5.4.0]undec-7-ene in an aprotic solvent to produce 3-[(2beta-carbomethoxy-4beta-ethynyl-4alpha, 6alpha-(di-0-isopropylidenyl)cyclohexanyl-1-yl]-nitromethyl-4,4,5-trimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene, which is cyclized to produce 9beta-ethynyl-12-hydroxy-7alpha,9alpha-(di-0-isopropylidenyl)-6-nitro-4,5,5-trimethoxy-5,5a,6,6a,7,8,9,10,10a,11-decahydro-11-naphthacenone. The decahydro-11-naphthacenone is converted to 7alpha-9alpha,(di-0-isopropylidenyl)-4,5-dimethoxy-9beta-ethynyl-12-hydroxy-6-nitro-6,6a,7,8,9,10,10a,11-octahydro-11,-naphthacenone. The octahydro-11-naphthacenone is oxidized to 7alpha-9alpha, (di-0-isopropylidenyl)-9beta-ethynyl-11-hydroxy-4-methoxy-6-nitro-7,8,9,10,-tetrahydro-5,12-naphthacenedione which is converted to 6-desoxy-6-nitrodaunomycinone, daunomycinone and related 6-substituted analogues of daunomycinone.

  为了生产阿霉素及其类似物，需要将甲基3α，5α-二羟基-5β-(三甲基硅乙炔基)-2α-硝基甲基环己烷-1β-羧酸乙酸酯与1,4-二氢-4,4,5-三甲氧基-1-氧代萘醌在无极性溶剂中，在1,8-二氮杂双环[5.4.0]十一烷-7-烯的存在下进行缩合反应，产生3-[(2β-羧甲氧基-4β-乙炔基-4α，6α-(二异丙亚基)环己基-1-基]-硝基甲基-4,4,5-三甲氧基-1-氧代-1,2,3,4-四氢萘烯，然后将其环化产生9β-乙炔基-12-羟基-7α，9α-(二异丙亚基)-6-硝基-4,5,5-三甲氧基-5,5a,6,6a,7,8,9,10,10a,11-十氢-11-萘酮。 十氢-11-萘酮转化为7α-9α，(二异丙亚基)-4,5-二甲氧基-9β-乙炔基-12-羟基-6-硝基-6,6a,7,8,9,10,10a,11-八氢-11-萘酮。 八氢-11-萘酮氧化为7α-9α，(二异丙亚基)-9β-乙炔基-11-羟基-4-甲氧基-6-硝基-7,8,9,10,-四氢-5,12-萘醌，然后转化为6-去氧-6-硝基多柔霉素酮，多柔霉素酮及相关的多柔霉素酮6-取代物。
• Processes for producing doxorubicin, daunomycinone, and derivatives of
  申请人：The Board of Regents of the University of Nebraska

  公开号：US05594158A1

  公开（公告）日：1997-01-14

  Daunomycinone is a known precursor of the well known antibiotic and antineoplastic, doxorubicin. Daunomycinone may be synthesized by preparing mono ketal of a 1,4-naphthoquinone as the precursor of the CD rings of daunomycinone followed by preparing a precursor for ring A with C.sub.6 and C.sub.11 attached and the stereochemistry at C.sub.7 and C.sub.9 established and coupling it to CD and then completing ring B.

  Daunomycinone是著名抗生素和抗肿瘤药物多柔比星的已知前体。可以通过制备1,4-萘醌的单甲缩酮作为多柔比星的CD环前体，然后制备一个带有C.sub.6和C.sub.11连接的环A前体，并确定C.sub.7和C.sub.9的立体化学，然后将其与CD偶联，最后完成环B的合成。
• Solid imaging method using compositions containing core-shell polymers
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0403758A2

  公开（公告）日：1990-12-27

  A three-dimensional object formed from a photohardenable composition containing deflecting matter of core-shell polymers. A preferred material for the polymeric core is crosslinked to an extent to be nonswellable and insoluble in solvent for noncrosslinked polymer material while the shell polymer has no pendant acid groups.

  一种三维物体，由含有芯壳聚合物偏转物质的光硬化组合物形成。优选的聚合物芯材的交联程度为非交联聚合物材料的非溶胀性和不溶于溶剂，而外壳聚合物没有悬垂酸基。
• Photosensitive semi-aqueous developable gold conductor composition
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0414169A2

  公开（公告）日：1991-02-27

  A semi-aqueous developable photosensitive gold conductive composition which is fireable in a nonoxidizing atmosphere is developable in an aqueous solution containing 0.63 percent by weight sodium borate and 8.7 percent by weight butyl cellusolve.

  一种可在非氧化气氛中燃烧的半水溶液显影光敏金导电组合物，可在含有 0.63%（重量）硼酸钠和 8.7%（重量）丁基赛璐珞的水溶液中显影。
• Plasma display panel device and method of fabricating the same
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0863534A2

  公开（公告）日：1998-09-09

  The present invention is directed to a PDP device fabricated by using photosensitive thick film conductor compositions wherein a black electrode is present between the substrate and a conductor arrangement electrode. Also, the invention is directed to methods for fabricating the PDP device.

  本发明涉及一种通过使用光敏厚膜导体组合物制造的 PDP 器件，其中黑色电极位于基板和导体排列电极之间。此外，本发明还涉及制造 PDP 器件的方法。