(6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol | 262421-85-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol
• CAS: 262421-85-2
• 化学式: C₂₃H₄₀O₅SSi₂
• 分子量: 484.805
• InChiKey: INJDJTHAXLNKPX-ODAXIHTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  82.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-3-benzoylthymine 、 (6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以65%的产率得到
  参考文献：
  名称：

  Stereoselective synthesis of nucleosides from 1-thio and 1-seleno glycosides through consecutive 1,2-migration and glycosylation under Mitsunobu conditions

  摘要：

  2-Deoxy-2-sulfenyl-arabino-alpha-nucleosides and 2-deoxy-2-sulfenyl-ribo-beta-nucleosides were obtained with excellent stereoselectivity from 1-thio-ribo- and 1-thio-arabino-glycosides under Mitsunobu conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02071-7
• 作为产物：
  描述：

  四乙酰核糖 在 Amberlite IRA-420 、 三氟化硼乙醚 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成 (6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol
  参考文献：
  名称：

  Stereoselective synthesis of nucleosides from 1-thio and 1-seleno glycosides through consecutive 1,2-migration and glycosylation under Mitsunobu conditions

  摘要：

  2-Deoxy-2-sulfenyl-arabino-alpha-nucleosides and 2-deoxy-2-sulfenyl-ribo-beta-nucleosides were obtained with excellent stereoselectivity from 1-thio-ribo- and 1-thio-arabino-glycosides under Mitsunobu conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02071-7

文献信息

• Stereoselective synthesis of nucleosides from 1-thio and 1-seleno glycosides through consecutive 1,2-migration and glycosylation under Mitsunobu conditions
  作者：Antonio Viso、Nicolai Poopeiko、Sergio Castillón

  DOI：10.1016/s0040-4039(99)02071-7

  日期：2000.1

  2-Deoxy-2-sulfenyl-arabino-alpha-nucleosides and 2-deoxy-2-sulfenyl-ribo-beta-nucleosides were obtained with excellent stereoselectivity from 1-thio-ribo- and 1-thio-arabino-glycosides under Mitsunobu conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.