N-(5'-O-acetyl-2',3'-O-isopropylidene-α-D-ribofuranosyl)-4,5-dimethyl-2-nitrobenzenamine | 312715-35-8

• 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: N-(5'-O-acetyl-2',3'-O-isopropylidene-α-D-ribofuranosyl)-4,5-dimethyl-2-nitrobenzenamine
• CAS: 312715-35-8
• 化学式: C₁₈H₂₄N₂O₇
• 分子量: 380.398
• InChiKey: LMIPVBIXUACPHK-VQHPVUNQSA-N

物化性质

• 沸点：
  530.6±50.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  109.16
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-(5'-O-acetyl-2',3'-O-isopropylidene-α-D-ribofuranosyl)-4,5-dimethyl-2-nitrobenzenamine 在 PO₂ 氢气 、 硼酸 、 三乙胺 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 20.0 ℃ 、200.0 kPa 条件下， 反应 3.0h， 生成 10-(5'-O-acetyl-2',3'-O-isopropylidene-α-D-ribofuranosyl)-7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione
  参考文献：
  名称：

  Synthesis and Properties of Flavin Ribofuranosides and Flavin Ribopyranosides

  摘要：

  Ribose-containing coenzymes like flavin mononucleotide (FMN) can be considered to be fossils of a prebiotic RNA world in which RNA encoded genetic information and catalyzed chemical reactions. To investigate the catalytic and base-pairing properties of FMN-containing oligonucleotides, the two cyclic flavin beta-D-ribosides 3 and 4 derived from riboflavin 2 were synthesized (Schemes 1 and 2). These are both constitutionally strongly related to the nucleobase uridine and should be able to participate as catalytically competent and informational nucleobases in DNA RNA, and p-RNA. Ribofuranaside 3 was too unstable to be isolated, but ribopyranoside 4 had the required stability, beta-D-configuration, and anti-conformation of the glycosidic bond.

  DOI：

  10.1002/1522-2675(20000906)83:9<2452::aid-hlca2452>3.0.co;2-6
• 作为产物：
  描述：

  2,3-异亚丙氧基-D-呋喃核糖苷 在 氯化铵 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 10.5h， 生成 N-(5'-O-acetyl-2',3'-O-isopropylidene-α-D-ribofuranosyl)-4,5-dimethyl-2-nitrobenzenamine
  参考文献：
  名称：

  Synthesis and Properties of Flavin Ribofuranosides and Flavin Ribopyranosides

  摘要：

  Ribose-containing coenzymes like flavin mononucleotide (FMN) can be considered to be fossils of a prebiotic RNA world in which RNA encoded genetic information and catalyzed chemical reactions. To investigate the catalytic and base-pairing properties of FMN-containing oligonucleotides, the two cyclic flavin beta-D-ribosides 3 and 4 derived from riboflavin 2 were synthesized (Schemes 1 and 2). These are both constitutionally strongly related to the nucleobase uridine and should be able to participate as catalytically competent and informational nucleobases in DNA RNA, and p-RNA. Ribofuranaside 3 was too unstable to be isolated, but ribopyranoside 4 had the required stability, beta-D-configuration, and anti-conformation of the glycosidic bond.

  DOI：

  10.1002/1522-2675(20000906)83:9<2452::aid-hlca2452>3.0.co;2-6