5,8-Dimethoxy-1,2,3,4-tetrahydro-4-oxo-3-(3-oxopentyl)-3-(2-oxa-1-oxo-4-pentenyl)-2-napthaleneacetic Acid, Methyl Ester | 133187-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-Dimethoxy-1,2,3,4-tetrahydro-4-oxo-3-(3-oxopentyl)-3-(2-oxa-1-oxo-4-pentenyl)-2-napthaleneacetic Acid, Methyl Ester
• 英文别名: prop-2-enyl 5,8-dimethoxy-3-(2-methoxy-2-oxoethyl)-1-oxo-2-(3-oxopentyl)-3,4-dihydronaphthalene-2-carboxylate
• CAS: 133187-38-9
• 化学式: C₂₄H₃₀O₈
• 分子量: 446.497
• InChiKey: NLMHQZJWUBKQFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,8-Dimethoxy-1,2,3,4-tetrahydro-4-oxo-3-(3-oxopentyl)-3-(2-oxa-1-oxo-4-pentenyl)-2-napthaleneacetic Acid, Methyl Ester 在 silver(II) oxide 、 jones reagent 、 硝酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 生成 8,9,10-Trihydroxy-4-oxo-1,2,3,4-tetrahydro-3-(3-oxo-pentyl)-3-(2-oxa-1-oxo-4-pentenyl)anthracene-2-acetic Acid, Methyl Ester
  参考文献：
  名称：

  Synthesis of 1,5- and 1,8-dihydroxyanthraquinones from a common intermediate. A direct synthesis of racemic 7-deoxyaklavinone

  摘要：

  When quinone 6 was treated with diene 7 followed by oxidation, a 1,5-dihydroxyanthraquinone was obtained. When quinone 6 was subjected to a palladium-mediated aromatization, the resulting 5-hydroxy-1,4-naphthoquinone reacted with diene 7 followed by oxidation to produce a 1,8-dihydroxyanthraquinone, a key intermediate in a direct synthesis of 7-deoxyaklavinone, a known synthetic precursor of aklavinone.

  DOI：

  10.1021/jo00017a020
• 作为产物：
  描述：

  3-Allyloxycarbonylmethyl-1-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid allyl ester 在 jones reagent 、 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 12.75h， 生成 5,8-Dimethoxy-1,2,3,4-tetrahydro-4-oxo-3-(3-oxopentyl)-3-(2-oxa-1-oxo-4-pentenyl)-2-napthaleneacetic Acid, Methyl Ester
  参考文献：
  名称：

  Synthesis of 1,5- and 1,8-dihydroxyanthraquinones from a common intermediate. A direct synthesis of racemic 7-deoxyaklavinone

  摘要：

  When quinone 6 was treated with diene 7 followed by oxidation, a 1,5-dihydroxyanthraquinone was obtained. When quinone 6 was subjected to a palladium-mediated aromatization, the resulting 5-hydroxy-1,4-naphthoquinone reacted with diene 7 followed by oxidation to produce a 1,8-dihydroxyanthraquinone, a key intermediate in a direct synthesis of 7-deoxyaklavinone, a known synthetic precursor of aklavinone.

  DOI：

  10.1021/jo00017a020