7-[(S)-4-(p-biphenylcarbonyloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione | 948307-64-0

• 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: 7-[(S)-4-(p-biphenylcarbonyloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione
• CAS: 948307-64-0
• 化学式: C₃₂H₂₆N₂O₅
• 分子量: 518.569
• InChiKey: ULQBPZYATVEMFK-ZZDYIDRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  95.94
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-[(S)-4-(p-biphenylcarbonyloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione 在 氨 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以44%的产率得到7-[(S)-3,4-dihydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione
  参考文献：
  名称：

  Synthesis and DNA Binding Properties of a New Benzo[f]Imidazo[1,5b]-Isoquinoline-Butan-1,2-Diol Derivative

  摘要：

  A benzo[f]imidazo[1,5b]-isoquinoline derivative 4 with a 1,2-butandiol linker was prepared by reaction of a trimethylsilylated 5-naphthylidenehydantoin 3 with a 2,3-dideoxy-D-glyceropentafuranoside 2 in 22% yield. After deprotection, the resulting compound 5 was converted to a DMT protected phosphoramidite building block 7 for standard DNA synthesis. DNA/DNA, DNA/RNA duplexes with 5 inserted as bulges were destabilized, except when the new amidite was used for the synthesis of a zipping duplex.

  DOI：

  10.1080/15257770600918524
• 作为产物：
  描述：

  5-(2-naphthylidene)hydantoin 在 ammonium sulfate 、 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 生成 7-[(S)-4-(p-biphenylcarbonyloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione
  参考文献：
  名称：

  Synthesis and DNA Binding Properties of a New Benzo[f]Imidazo[1,5b]-Isoquinoline-Butan-1,2-Diol Derivative

  摘要：

  A benzo[f]imidazo[1,5b]-isoquinoline derivative 4 with a 1,2-butandiol linker was prepared by reaction of a trimethylsilylated 5-naphthylidenehydantoin 3 with a 2,3-dideoxy-D-glyceropentafuranoside 2 in 22% yield. After deprotection, the resulting compound 5 was converted to a DMT protected phosphoramidite building block 7 for standard DNA synthesis. DNA/DNA, DNA/RNA duplexes with 5 inserted as bulges were destabilized, except when the new amidite was used for the synthesis of a zipping duplex.

  DOI：

  10.1080/15257770600918524