N²-<9''-Hydroxy-10''-methoxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine | 138386-31-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N²-<9''-Hydroxy-10''-methoxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine
• 英文别名: 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-[(9-hydroxy-10-methoxy-1,2,3,4-tetrahydroanthracen-1-yl)amino]-1H-purin-6-one
• CAS: 138386-31-9；138386-32-0
• 化学式: C₂₅H₂₇N₅O₆
• 分子量: 493.519
• InChiKey: DOONBGIHQDLHOH-ASQKFFOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  151
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  10-(乙酰氧基)-9-羟基-1,2,3,4-四氢蒽 在 sodium hydroxide 、 sodium hydride 、 silver(l) oxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.86h， 生成 N²-<9''-Hydroxy-10''-methoxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine
  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