Acetic Acid 4,5,7-Trimethoxy-naphthalen-2-ylmethyl Ester | 194157-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acetic Acid 4,5,7-Trimethoxy-naphthalen-2-ylmethyl Ester
• 英文别名: (4,5,7-Trimethoxynaphthalen-2-yl)methyl acetate
• CAS: 194157-32-9
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: OXFYLHISLSKHLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic Acid 4,5,7-Trimethoxy-naphthalen-2-ylmethyl Ester 在 1,2,4-三甲氧基苯 、 溴 、 三氟乙酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 12.33h， 生成 acetic Acid 3-Bromo-4,5,7-trimethoxy-naphthalen-2-ylmethyl Ester
  参考文献：
  名称：

  Synthetic Approach to Hypoxyxylerone, Novel Inhibitor of Topoisomerase I

  摘要：

  [GRAPHICS]A potential route to the topoisomerase I inhibitor hypoxyxylerone is demonstrated by a highly convergent synthesis of the penta(O-methyl) derivative. The key step in the approach is an anionic homo-Fries rearrangement, little used to date in natural product synthesis and employed here for the first time with a dinaphthalenic substrate, to access the pentacyclic system of hypoxyxylerone.

  DOI：

  10.1021/ol026454d
• 作为产物：
  描述：

  (E)-4-(3,5-dimethoxyphenyl)-3-(methoxycarbonyl)but-3-enoic acid 在 吡啶 、 甲醇 、 lithium aluminium tetrahydride 、 potassium acetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 21.75h， 生成 Acetic Acid 4,5,7-Trimethoxy-naphthalen-2-ylmethyl Ester
  参考文献：
  名称：

  Synthetic Approach to Hypoxyxylerone, Novel Inhibitor of Topoisomerase I

  摘要：

  [GRAPHICS]A potential route to the topoisomerase I inhibitor hypoxyxylerone is demonstrated by a highly convergent synthesis of the penta(O-methyl) derivative. The key step in the approach is an anionic homo-Fries rearrangement, little used to date in natural product synthesis and employed here for the first time with a dinaphthalenic substrate, to access the pentacyclic system of hypoxyxylerone.

  DOI：

  10.1021/ol026454d

文献信息

• Process for the manufacture of hypoxyxylerone derivatives
  申请人：Aventis Pharma S.A.

  公开号：EP1300403A1

  公开（公告）日：2003-04-09

  The present invention relates to the total synthesis of hypoxyxylerone derivatives (formula I) and their biological activities. R1-R5 are as described in the description.

  本发明涉及对hypoxyxylerone衍生物（式I）的全合成及其生物活性。其中R1-R5的定义见说明书。
• Green, Ivan R.; Giles, Robin G.F.; Gruchlik, Yolanta, South African Journal of Chemistry, 1997, vol. 50, # 2, p. 75 - 81
  作者：Green, Ivan R.、Giles, Robin G.F.、Gruchlik, Yolanta

  DOI：——

  日期：——
• Synthetic Approach to Hypoxyxylerone, Novel Inhibitor of Topoisomerase I
  作者：Arnaud Piettre、Emmanuel Chevenier、Christine Massardier、Yves Gimbert、Andrew E. Greene

  DOI：10.1021/ol026454d

  日期：2002.9.1

  [GRAPHICS]A potential route to the topoisomerase I inhibitor hypoxyxylerone is demonstrated by a highly convergent synthesis of the penta(O-methyl) derivative. The key step in the approach is an anionic homo-Fries rearrangement, little used to date in natural product synthesis and employed here for the first time with a dinaphthalenic substrate, to access the pentacyclic system of hypoxyxylerone.