3-(β-D-ribofuranosyl)benzo[g]pteridine-2,4-(1H,3H)-dione | 65143-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 3-(β-D-ribofuranosyl)benzo[g]pteridine-2,4-(1H,3H)-dione
• 英文别名: 3-β-D-ribofuranosyl-1H-benzo[g]pteridine-2,4-dione；3-(β-D-ribofuranosyl)alloxazin；3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-benzo[g]pteridine-2,4-dione
• CAS: 65143-51-3
• 化学式: C₁₅H₁₄N₄O₆
• 分子量: 346.299
• InChiKey: KAAWVTZGVGQNMH-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  145
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-(β-D-ribofuranosyl)benzo[g]pteridine-2,4-(1H,3H)-dione 以 吡啶 为溶剂， 反应 5.0h， 生成 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(2,4-dioxo-1,4-dihydro-2H-benzo[g]pteridin-3-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester
  参考文献：
  名称：

  Regioselective Synthesis of β-N1- and β-N3-Alloxazine Nucleosides

  摘要：

  A regio- and stereoselective glycosylation of ribose tetraester with persilylated alloxazine to give either beta-N1 or beta-N3 nucleosides is described, The N3 product is potentially of interest as a fluorescent nucleoside and is predicted to have the hydrogen-bonding characteristics of thymidine.

  DOI：

  10.1021/ol9913338
• 作为产物：
  描述：

  四乙酰核糖 在 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 48.42h， 生成 3-(β-D-ribofuranosyl)benzo[g]pteridine-2,4-(1H,3H)-dione
  参考文献：
  名称：

  Regioselective Synthesis of β-N1- and β-N3-Alloxazine Nucleosides

  摘要：

  A regio- and stereoselective glycosylation of ribose tetraester with persilylated alloxazine to give either beta-N1 or beta-N3 nucleosides is described, The N3 product is potentially of interest as a fluorescent nucleoside and is predicted to have the hydrogen-bonding characteristics of thymidine.

  DOI：

  10.1021/ol9913338

文献信息

• Regioselective Synthesis of β-N1- and β-N3-Alloxazine Nucleosides
  作者：Zhiwei Wang、Carmelo J. Rizzo

  DOI：10.1021/ol9913338

  日期：2000.1.1

  A regio- and stereoselective glycosylation of ribose tetraester with persilylated alloxazine to give either beta-N1 or beta-N3 nucleosides is described, The N3 product is potentially of interest as a fluorescent nucleoside and is predicted to have the hydrogen-bonding characteristics of thymidine.