Acetic acid (R)-3-acetoxy-4,8-diacetyl-7-hydroxy-2,9a-dimethyl-9-oxo-9,9a-dihydro-dibenzofuran-1-yl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Acetic acid (R)-3-acetoxy-4,8-diacetyl-7-hydroxy-2,9a-dimethyl-9-oxo-9,9a-dihydro-dibenzofuran-1-yl ester
• 英文别名: [(9aR)-4,8-diacetyl-1-acetyloxy-7-hydroxy-2,9a-dimethyl-9-oxodibenzofuran-3-yl] acetate
• 化学式: C₂₂H₂₀O₉
• 分子量: 428.395
• InChiKey: ZTSNAABDQLWRKQ-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 Acetic acid (R)-3-acetoxy-4,8-diacetyl-7-hydroxy-2,9a-dimethyl-9-oxo-9,9a-dihydro-dibenzofuran-1-yl ester 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以35%的产率得到benzoic acid 1-(7,9-diacetoxy-6-acetyl-3-benzoyloxy-8,9b-dimethyl-1-oxo-1,9b-dihydrodibenzofuran-2-yl)vinyl ester
  参考文献：
  名称：

  New esters of R-(+)-usnic acid

  摘要：

  By reacting R-(+)-usnic acid (1) with propionic anhydride and chloroacetyl chloride and pyridine the corresponding diesters at the 8-OH and 9-OH groups (2b and c, respectively) were obtained. On reaction of compound 1 with aroyl chlorides and pyridine, the esterification occurred on OH-3 and on the enol form of the acetyl group at C-2 yielding the diesters 3a,c. A tetrabenzoate (4a) and a diacetate-dibenzoate (4b) of compound 1 were also produced. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00113-x