2',3'-O-isopropylidene-5'-O-triphenylmethyl-1-cyanomethylinosine | 157762-05-5

• 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: 2',3'-O-isopropylidene-5'-O-triphenylmethyl-1-cyanomethylinosine
• CAS: 157762-05-5
• 化学式: C₃₄H₃₁N₅O₅
• 分子量: 589.651
• InChiKey: HULKRNOGUIRKFX-DWCTZGTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113.42
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2',3'-O-isopropylidene-5'-O-triphenylmethyl-1-cyanomethylinosine 在 sodium hydroxide 、 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 12.0h， 生成 4,5,7,8-tetrahydro-6H-3-(2,3-O-isopropylidene-5-O-triphenylmethyl-β-D-ribofuranosyl)imidazo<4,5-e><1,4>diazepine-5,8-dione
  参考文献：
  名称：

  Nucleosides and Nucleotides. 130. The Synthesis of Imidazo[4, 5-e][1, 4] Diazepine Nucleosides FromN¹-Substituted Inosines

  摘要：

  New synthetic methods for pyrimidine ring-expanded xanthosine, guanosine, and inosine analogues containing imidazo[4,5-e][1,4]diazepine nucleus are described. Treatment of N-1-substituted inosine derivatives 5, 12, 19 with aqueous NaOH gave 5-amino-4-(N-substituted carbamoyl)imidazole derivatives, followed by appropriate manipulations to cyclize these to constitute imidazo[4,5-e][1,4]diazepine nucleosides 11, 17, 22.

  DOI：

  10.1080/15257779408012169
• 作为产物：
  描述：

  9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1,9-dihydro-purin-6-one 、 溴乙腈 在 18-冠醚-6 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以80%的产率得到2',3'-O-isopropylidene-5'-O-triphenylmethyl-1-cyanomethylinosine
  参考文献：
  名称：

  Nucleosides and Nucleotides. 130. The Synthesis of Imidazo[4, 5-e][1, 4] Diazepine Nucleosides FromN¹-Substituted Inosines

  摘要：

  New synthetic methods for pyrimidine ring-expanded xanthosine, guanosine, and inosine analogues containing imidazo[4,5-e][1,4]diazepine nucleus are described. Treatment of N-1-substituted inosine derivatives 5, 12, 19 with aqueous NaOH gave 5-amino-4-(N-substituted carbamoyl)imidazole derivatives, followed by appropriate manipulations to cyclize these to constitute imidazo[4,5-e][1,4]diazepine nucleosides 11, 17, 22.

  DOI：

  10.1080/15257779408012169