2-Acetyl-7-(2-acetyl-1-hydroxy-4,8-dimethoxy-7-naphthyl)-4,8-dimethoxy-1-naphthol | 212621-84-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Acetyl-7-(2-acetyl-1-hydroxy-4,8-dimethoxy-7-naphthyl)-4,8-dimethoxy-1-naphthol
• 英文别名: 1-[7-(7-Acetyl-8-hydroxy-1,5-dimethoxynaphthalen-2-yl)-1-hydroxy-4,8-dimethoxynaphthalen-2-yl]ethanone
• CAS: 212621-84-6
• 化学式: C₂₈H₂₆O₈
• 分子量: 490.51
• InChiKey: YAKIASJTWLNTSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-Acetyl-7-(2-acetyl-1-hydroxy-4,8-dimethoxy-7-naphthyl)-4,8-dimethoxy-1-naphthol 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以72%的产率得到7-(2'-acetyl-8'-methoxy-1',4'-dioxonaphthalen-7'-yl)-2-acetyl-8-methoxy-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy

  摘要：

  The first synthesis of a dimeric pyranonaphthoquinone 16 which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin 1 and crisamycin 3, is described. The key biaryl 8 is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01098-3
• 作为产物：
  描述：

  7-bromo-4,8-dimethoxy-1-naphthyl acetate 在 PdCl₂(dfff) 、 三氟化硼乙醚 、 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 2-Acetyl-7-(2-acetyl-1-hydroxy-4,8-dimethoxy-7-naphthyl)-4,8-dimethoxy-1-naphthol
  参考文献：
  名称：

  Synthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy

  摘要：

  The first synthesis of a dimeric pyranonaphthoquinone 16 which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin 1 and crisamycin 3, is described. The key biaryl 8 is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01098-3

文献信息

• Brimble, Margaret A.; Duncalf, Letecia J.; Neville, Daniel, Journal of the Chemical Society. Perkin transactions I, 1998, # 24, p. 4165 - 4173
  作者：Brimble, Margaret A.、Duncalf, Letecia J.、Neville, Daniel

  DOI：——

  日期：——
• Synthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy
  作者：Margaret A. Brimble、Daniel Neville、Letecia J. Duncalf

  DOI：10.1016/s0040-4039(98)01098-3

  日期：1998.7

  The first synthesis of a dimeric pyranonaphthoquinone 16 which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin 1 and crisamycin 3, is described. The key biaryl 8 is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described. (C) 1998 Elsevier Science Ltd. All rights reserved.