7-[(S)-4-(4,4'-dimethoxytrityloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione | 948307-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 7-[(S)-4-(4,4'-dimethoxytrityloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione
• CAS: 948307-66-2
• 化学式: C₄₀H₃₆N₂O₆
• 分子量: 640.736
• InChiKey: KMFURYUVZFQEQB-GYSVSWRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.95
• 重原子数：
  48.0
• 可旋转键数：
  11.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  97.33
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  7-[(S)-4-(4,4'-dimethoxytrityloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 以53%的产率得到7-[(S)-3-O-(2-cyanoethoxy(diisopropylamino)phosphino)-4-(4,4'-dimethoxytrityloxy)butyl]-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：

  7-[(S)-4-(p-biphenylcarbonyloxy)-3-hydroxybutyl]-7H-7a,9-diazacyclopenta[b]phenanthrene-8,10-dione 在 氨 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 120.0h， 生成 7-[(S)-4-(4,4'-dimethoxytrityloxy)-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