6-fluoro-3-hydroxy-7-methoxy-3H-isobenzofuran-1-one | 913723-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 6-fluoro-3-hydroxy-7-methoxy-3H-isobenzofuran-1-one
• 英文别名: 6-fluoro-3-hydroxy-7-methoxy-3H-2-benzofuran-1-one
• CAS: 913723-92-9
• 化学式: C₉H₇FO₄
• 分子量: 198.151
• InChiKey: TUZXBATZAHJRCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-fluoro-3-hydroxy-7-methoxy-3H-isobenzofuran-1-one 在 盐酸 、 tert-butoxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.5h， 生成 methyl 9-fluoro-6-hydroxy-8-methoxy-1,2,3,4-tetrahydrobenz[a]anthracene-7,12-dione-2-carboxylate
  参考文献：
  名称：

  Synthesis of chlorine-containing angucycline BE-23254 and its analogs

  摘要：

  The total synthesis of BE-23254, an unusual angucycline antibiotic is reported. This is achieved by adopting a Hauser annulation and a DDQ-promoted aromatization as the key steps. The strategy has been generalized for the synthesis of several analogs of the target molecule. A regioselective preparation of chlorine-containing phenols is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.090
• 作为产物：
  描述：

  ethyl 6-dibromomethyl-3-fluoro-2-methoxybenzoate 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 以75%的产率得到6-fluoro-3-hydroxy-7-methoxy-3H-isobenzofuran-1-one
  参考文献：
  名称：

  Synthesis of chlorine-containing angucycline BE-23254 and its analogs

  摘要：

  The total synthesis of BE-23254, an unusual angucycline antibiotic is reported. This is achieved by adopting a Hauser annulation and a DDQ-promoted aromatization as the key steps. The strategy has been generalized for the synthesis of several analogs of the target molecule. A regioselective preparation of chlorine-containing phenols is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.090