(6-Acetyl-4-acetyloxy-5-hydroxy-7-methylnaphthalen-2-yl) acetate | 56446-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (6-Acetyl-4-acetyloxy-5-hydroxy-7-methylnaphthalen-2-yl) acetate
• 英文别名: (6-acetyl-4-acetyloxy-5-hydroxy-7-methylnaphthalen-2-yl) acetate
• CAS: 56446-45-8
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: YJINOUPMLRZJHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6-Acetyl-4-acetyloxy-5-hydroxy-7-methylnaphthalen-2-yl) acetate 在 氢氧化钾 作用下， 生成 6-Hydroxymusizin
  参考文献：
  名称：

  Biogenetic-type syntheses of polycyclic polyketide metabolites using partially protected .beta.-hexa- and .beta.-heptaketones. 6-Hydroxymusizin, barakol, emodin, and eleutherinol

  摘要：

  DOI：

  10.1021/ja00844a085
• 作为产物：
  描述：

  5,7-二甲氧基-2-甲基-4-萘酚 在 吡啶 、 boron trifluoride diacetate 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 生成 (6-Acetyl-4-acetyloxy-5-hydroxy-7-methylnaphthalen-2-yl) acetate
  参考文献：
  名称：

  Xanthouroleuconaphin: a yellowish pigment from the aphid Uroleucon nigrotuberculatum and its total synthesis

  摘要：

  A novel yellowish pigment, xanthouroleuconaphin, was isolated from the aphid Uroleucon nigrotuberculatum. Its structure was established by detailed analyses of 1D and 2D NMR spectra and EI-HRMS. Furthermore, the total synthesis of (+/-)-xanthouroleuconaphin was accomplished via oxidative phenolic coupling of 6-hydroxymusizin, which was prepared by the Fries rearrangement using BF3 center dot 2AcOH complex. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.070

文献信息

• Xanthouroleuconaphin: a yellowish pigment from the aphid Uroleucon nigrotuberculatum and its total synthesis
  作者：Taichi Nishimura、Mitsuyo Horikawa、Kouji Yamada、Ayaka Sogabe、Takeshi Nishii、Hiroto Kaku、Makoto Inai、Masami Tanaka、Shigeru Takahashi、Tetsuto Tsunoda

  DOI：10.1016/j.tet.2012.12.070

  日期：2013.2

  A novel yellowish pigment, xanthouroleuconaphin, was isolated from the aphid Uroleucon nigrotuberculatum. Its structure was established by detailed analyses of 1D and 2D NMR spectra and EI-HRMS. Furthermore, the total synthesis of (+/-)-xanthouroleuconaphin was accomplished via oxidative phenolic coupling of 6-hydroxymusizin, which was prepared by the Fries rearrangement using BF3 center dot 2AcOH complex. (C) 2013 Elsevier Ltd. All rights reserved.
• Biogenetic-type syntheses of polycyclic polyketide metabolites using partially protected .beta.-hexa- and .beta.-heptaketones. 6-Hydroxymusizin, barakol, emodin, and eleutherinol
  作者：Thomas M. Harris、Philip J. Wittek

  DOI：10.1021/ja00844a085

  日期：1975.5