3-[3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-β-D-ribofuranosyl]-benzo[g]pteridine-2,4-(1H,3H)-dione | 259530-54-6

• 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-[3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-β-D-ribofuranosyl]-benzo[g]pteridine-2,4-(1H,3H)-dione
• 英文别名: 3-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-1H-benzo[g]pteridine-2,4-dione
• CAS: 259530-54-6
• 化学式: C₂₇H₄₀N₄O₇Si₂
• 分子量: 588.808
• InChiKey: VNZRXDZUDWXJSR-HUBRGWSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-[3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-β-D-ribofuranosyl]-benzo[g]pteridine-2,4-(1H,3H)-dione 在 氯代二硫代甲酸五氟苯基酯 作用下， 以89%的产率得到(2R,4R,11R,12S)-7,7,9,9-tetra(propan-2-yl)-3,6,8,10,13-pentaoxa-1,15,17,24-tetraza-7,9-disilahexacyclo[12.12.0.02,12.04,11.016,25.018,23]hexacosa-14,16,18,20,22,24-hexaen-26-one
  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 吡啶 、 甲醇 、 苯 为溶剂， 反应 53.42h， 生成 3-[3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-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.