Tetrakis-O-trimethylsilyl-α-D-ribose | 18622-98-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Tetrakis-O-trimethylsilyl-α-D-ribose
• 英文别名: A-Ribopyranose, TMS；trimethyl-[(2R,3R,4R,5R)-2,3,5-tris(trimethylsilyloxy)oxan-4-yl]oxysilane
• CAS: 18622-98-5
• 化学式: C₁₇H₄₂O₅Si₄
• 分子量: 438.859
• InChiKey: KEOUSSOURMHEKN-QBPKDAKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-吡喃核糖 、 trimethylsilyl 2-methylprop-2-ene-1-sulfinate 以 氘代乙腈 为溶剂， 反应 2.0h， 生成 Tetrakis-O-trimethylsilyl-α-D-ribose 、 (((2S,3R,4R,5R)-tetrahydro-2H-pyran-2,3,4,5-tetrayl)tetrakis(oxy))tetrakis(trimethylsilane)
  参考文献：
  名称：

  User Friendly Synthesis of Vogel’S Silyl Sulfinate and its Application in Quantitative Gc–Ms Analysis

  摘要：

  The synthesis of trimethylsilyl 2-methylprop-2-ene-1-sulfinate (Vogel's silyl sulfinate) from methallyltrimethylsilane and SO2 in the presence of Tf2NTMS was developed. The title compound silylates carbohydrates and other polyhydroxylated compounds by producing SO2 and isobutene as gaseous side products. This silylation procedure is perfectly suitable for derivatization and subsequent GC-MS quantitative analysis of ribose and malic acid as representatives of organic polyhydroxylated compounds.

  DOI：

  10.1080/10426507.2014.996644

文献信息

• User Friendly Synthesis of Vogel’S Silyl Sulfinate and its Application in Quantitative Gc–Ms Analysis
  作者：Irina Novosjolova、Māris Turks

  DOI：10.1080/10426507.2014.996644

  日期：2015.8.3

  The synthesis of trimethylsilyl 2-methylprop-2-ene-1-sulfinate (Vogel's silyl sulfinate) from methallyltrimethylsilane and SO2 in the presence of Tf2NTMS was developed. The title compound silylates carbohydrates and other polyhydroxylated compounds by producing SO2 and isobutene as gaseous side products. This silylation procedure is perfectly suitable for derivatization and subsequent GC-MS quantitative analysis of ribose and malic acid as representatives of organic polyhydroxylated compounds.