per-O-trimethylsilyl-2-deoxy-galactose | 1034198-85-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: per-O-trimethylsilyl-2-deoxy-galactose
• CAS: 1034198-85-0
• 化学式: C₁₈H₄₄O₅Si₄
• 分子量: 452.886
• InChiKey: DRXHZYOBMYWXSI-ZJPYXAASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  per-O-trimethylsilyl-2-deoxy-galactose 在 碘代三甲硅烷 、 β-galactosyltransferase 、 alkaline phosphatase 作用下， 以 二氯甲烷 为溶剂， 反应 23.5h， 生成 8-methoxycarbonyloctyl 2-acetamido-2-deoxy-4-O-(2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Rapid Conversion of Unprotected Galactose Analogs to their Udp-Derivatives For Use in the Chemo-Enzymatic Synthesis of Unnatural Oligosaccharides

  摘要：

  The rapid conversion of D-galactose, its 2-deoxy, 3-deoxy, 4-deoxy and 6-deoxy derivatives and L-arabinose to their UDP-derivatives (2-7) is described. The procedure involves the in situ preparation of the per-O-trimethylsilylated glycopyranosyl iodides and their direct reaction with UDP. All six sugar nucleotides were active as substrates for beta(1-->4)-galactosyltransferase and were used to enzymatically prepare N-acetyllactosamine (8) and five of its analogs (9-13).

  DOI：

  10.1080/07328309808001892
• 作为产物：
  描述：

  三甲基氯硅烷 、 2-Deoxy-D-galactose 在 三乙胺 作用下， 反应 1.0h， 以100%的产率得到per-O-trimethylsilyl-2-deoxy-galactose
  参考文献：
  名称：

  Rapid Conversion of Unprotected Galactose Analogs to their Udp-Derivatives For Use in the Chemo-Enzymatic Synthesis of Unnatural Oligosaccharides

  摘要：

  The rapid conversion of D-galactose, its 2-deoxy, 3-deoxy, 4-deoxy and 6-deoxy derivatives and L-arabinose to their UDP-derivatives (2-7) is described. The procedure involves the in situ preparation of the per-O-trimethylsilylated glycopyranosyl iodides and their direct reaction with UDP. All six sugar nucleotides were active as substrates for beta(1-->4)-galactosyltransferase and were used to enzymatically prepare N-acetyllactosamine (8) and five of its analogs (9-13).

  DOI：

  10.1080/07328309808001892