9-Hydroxy-10-methoxy-1,2,3,4-tetrahydroanthracene | 138386-22-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-Hydroxy-10-methoxy-1,2,3,4-tetrahydroanthracene
• 英文别名: 10-Methoxy-1,2,3,4-tetrahydroanthracen-9-ol
• CAS: 138386-22-8
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: KFPVBOBUYDIZGD-UHFFFAOYSA-N

物化性质

• 沸点：
  438.6±45.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-Hydroxy-10-methoxy-1,2,3,4-tetrahydroanthracene 在 silver(l) oxide 作用下， 以 氘代氯仿 为溶剂， 反应 0.25h， 生成 1,2,3,4-tetrahydro-9,10-anthraquinone 、 10-Methoxy-3,4-dihydro-9(2H)-anthracenone
  参考文献：
  名称：

  Nucleophilic addition of 2'-deoxynucleosides to the o-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone

  摘要：

  In an effort to understand the chemistry of quinone methides, two simple, omicron-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone (3 and 4) have been constructed and their reactions with 2'-deoxyguanosine and 2'-deoxyadenosine investigated. The quinone methides were stirred with 1.2 equiv of nucleoside in H2O/CH3CN to afford products of N(6) alkylation with deoxyadenosine (3, 38%; 4, 16% yield) and N(2) alkylation with deoxyguanosine (3, 27%; 4, 5% yield).

  DOI：

  10.1021/jo00030a012
• 作为产物：
  描述：

  10-(Acetyloxy)-9-methoxy-1,2,3,4-tetrahydroanthracene 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.03h， 生成 9-Hydroxy-10-methoxy-1,2,3,4-tetrahydroanthracene
  参考文献：
  名称：

  Nucleophilic addition of 2'-deoxynucleosides to the o-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone

  摘要：

  In an effort to understand the chemistry of quinone methides, two simple, omicron-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone (3 and 4) have been constructed and their reactions with 2'-deoxyguanosine and 2'-deoxyadenosine investigated. The quinone methides were stirred with 1.2 equiv of nucleoside in H2O/CH3CN to afford products of N(6) alkylation with deoxyadenosine (3, 38%; 4, 16% yield) and N(2) alkylation with deoxyguanosine (3, 27%; 4, 5% yield).

  DOI：

  10.1021/jo00030a012

文献信息

• Nucleophilic addition of 2'-deoxynucleosides to the o-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone
  作者：Steven R. Angle、Wenjin Yang

  DOI：10.1021/jo00030a012

  日期：1992.2

  In an effort to understand the chemistry of quinone methides, two simple, omicron-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone (3 and 4) have been constructed and their reactions with 2'-deoxyguanosine and 2'-deoxyadenosine investigated. The quinone methides were stirred with 1.2 equiv of nucleoside in H2O/CH3CN to afford products of N(6) alkylation with deoxyadenosine (3, 38%; 4, 16% yield) and N(2) alkylation with deoxyguanosine (3, 27%; 4, 5% yield).