1,2:4,5-di-O-isopropylidene-3-C,3-O-[o-{3,4-bis(acetyloxymethyl)}phenylenemethylene]-α-D-psicopyranose | 1242274-31-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,2:4,5-di-O-isopropylidene-3-C,3-O-[o-{3,4-bis(acetyloxymethyl)}phenylenemethylene]-α-D-psicopyranose
• CAS: 1242274-31-2
• 化学式: C₂₅H₃₂O₁₀
• 分子量: 492.523
• InChiKey: DJIIQFCHVXGMBU-KZKYLIHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  107.98
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  1,4-二乙酰氧基-2-丁炔 、 1,2:4,5-di-O-isopropylidene-3-C-ethynyl-3-O-propargyl-α-D-psicopyranose 在 Wilkinson's catalyst 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 6.0h， 以65%的产率得到1,2:4,5-di-O-isopropylidene-3-C,3-O-[o-{3,4-bis(acetyloxymethyl)}phenylenemethylene]-α-D-psicopyranose
  参考文献：
  名称：

  The isochroman- and 1,3-dihydroisobenzofuran-annulation on carbohydrate templates via [2+2+2]-cyclotrimerization and synthesis of some tricyclic nucleosides

  摘要：

  The synthesis of enantiopure tricyclic systems comprising isochroman or dihydroisobenzofuran units integrated with sugar templates has been documented. The alkyne cylotrimerization reaction has been employed with easily accessible sugar diynes for the key bicyclic ring construction and thus a provision to alter the functional groups on the newly formed aromatic rings. By selecting two representative trimerization products, we have synthesized the tricyclic nucleosides by simple synthetic manipulations. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.011