3,3,6,6-tetra-methyl-9-C-(D-ribo-tetritol-1-yl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3,6,6-tetra-methyl-9-C-(D-ribo-tetritol-1-yl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
• 英文别名: 3,3,6,6-tetramethyl-9-[(1S,2S,3R)-1,2,3,4-tetrahydroxybutyl]-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• 化学式: C₂₁H₃₀O₇
• 分子量: 394.465
• InChiKey: BBUHQVMMBBHAFA-DPMMWBKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  D-核糖 、 5,5-二甲基-1,3-环己二酮 在 Sc⁽³⁺⁾-mont 作用下， 以 水 为溶剂， 反应 96.0h， 以80%的产率得到3,3,6,6-tetra-methyl-9-C-(D-ribo-tetritol-1-yl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  Scandium cation-exchanged montmorillonite catalyzed direct C-glycosylation of a 1,3-diketone, dimedone, with unprotected sugars in aqueous solution

  摘要：

  The condensation of dimedone with unprotected sugars in aqueous solution in the presence of a catalytic amount of Sc3+- montmorillonite (Sc3+-mont) gave 9-hydroxyalkyl-3,3,6,6,-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones in good yields, while the use of Sc(OTf)(3) instead of SC3+-mont gave the hydroxyalkyl-6,7-dihydrobenzofuran-4(5H)-one derivatives in good yields. Furthermore, Sc3+-mont could be recycled without inactivation. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.01.013

文献信息

• Scandium cation-exchanged montmorillonite catalyzed direct C-glycosylation of a 1,3-diketone, dimedone, with unprotected sugars in aqueous solution
  作者：Shingo Sato、Yuzo Naito、Kazuyori Aoki

  DOI：10.1016/j.carres.2007.01.013

  日期：2007.5

  The condensation of dimedone with unprotected sugars in aqueous solution in the presence of a catalytic amount of Sc3+- montmorillonite (Sc3+-mont) gave 9-hydroxyalkyl-3,3,6,6,-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones in good yields, while the use of Sc(OTf)(3) instead of SC3+-mont gave the hydroxyalkyl-6,7-dihydrobenzofuran-4(5H)-one derivatives in good yields. Furthermore, Sc3+-mont could be recycled without inactivation. (c) 2007 Elsevier Ltd. All rights reserved.