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 | 259530-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 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
• CAS: 259530-56-8
• 化学式: C₃₄H₄₄N₄O₈SSi₂
• 分子量: 724.982
• InChiKey: ULZKYHJPVMTCSG-DWCTZGTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  49.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  136.02
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  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 在 tin hydride 作用下， 生成 3-(β-D-2'-deoxyribofuranosyl)benzo[g]pteridine-2,4-(1H,3H)-dione 、 3-[(6aR,8R,9S,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
  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：

  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