(3R)-3-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-1-trimethylsilylpropan-1-one | 325794-33-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R)-3-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-1-trimethylsilylpropan-1-one
• CAS: 325794-33-0
• 化学式: C₁₃H₂₄O₅Si
• 分子量: 288.416
• InChiKey: PTJZJFNJIFZPEH-DTHBNOIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R)-3-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-1-trimethylsilylpropan-1-one 在 三氟甲磺酸酐 、 sodium sulfate 作用下， 以 乙醚 为溶剂， 生成 [5-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1-methylpyrazol-3-yl]-trimethylsilane
  参考文献：
  名称：

  Synthesis of 3-trialkylsilyl pyrazoles from β-oxo acylsilanes

  摘要：

  The synthesis of beta -oxo acylsilanes via cyclic sulfates is described and applied to carbohydrates. These compounds are used for the synthesis of new silylated pyrazoles linked to a carbohydrate moiety by the addition of hydrazines. The regiochemistry of the reaction was determined by NMR analyses (H-1/C-13 and H-1/N-15 correlations). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01724-x
• 作为产物：
  描述：

  3-deoxy-1,2-O-isopropylidene-D-glucose 在 ruthenium trichloride 、 sodium periodate 、 thionyl diimidazole 、 碘 、 calcium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (3R)-3-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-1-trimethylsilylpropan-1-one
  参考文献：
  名称：

  Synthesis of 3-trialkylsilyl pyrazoles from β-oxo acylsilanes

  摘要：

  The synthesis of beta -oxo acylsilanes via cyclic sulfates is described and applied to carbohydrates. These compounds are used for the synthesis of new silylated pyrazoles linked to a carbohydrate moiety by the addition of hydrazines. The regiochemistry of the reaction was determined by NMR analyses (H-1/C-13 and H-1/N-15 correlations). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01724-x