benzyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(di-tert-butylsilandiyl)-α-D-glucopyranose | 1092110-62-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(di-tert-butylsilandiyl)-α-D-glucopyranose
• 英文别名: [(4aR,6S,7R,8R,8aS)-7-acetamido-2,2-ditert-butyl-6-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3,2]dioxasilin-8-yl] acetate
• CAS: 1092110-62-7
• 化学式: C₂₅H₃₉NO₇Si
• 分子量: 493.673
• InChiKey: LOMLLBMFVQMHAY-JLMDMGSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(di-tert-butylsilandiyl)-α-D-glucopyranose 在 Pd(OH)2/C 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(di-tert-butylsilandiyl)-D-glucopyranose
  参考文献：
  名称：

  Synthesis of Sugar Nucleotides by Application of Phosphoramidites

  摘要：

  A new method for the construction of pyrophosphates is reported based on the coupling of a sugar phosphate and a nucleoside phosphoramidite. The in situ formed phosphate-phosphite intermediate Was subsequently oxidized with tBuOOH. Three UDP-N-acetylglucosamine derivatives were prepared using this one-pot procedure in good yields.

  DOI：

  10.1021/jo802021t
• 作为产物：
  描述：

  benzyl 2-acetamido-2-deoxy-4,6-O-(di-tert-butylsilanediyl)-α-D-glucopyranose 、 乙酸酐 在 吡啶 作用下， 以99%的产率得到benzyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(di-tert-butylsilandiyl)-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of Sugar Nucleotides by Application of Phosphoramidites

  摘要：

  A new method for the construction of pyrophosphates is reported based on the coupling of a sugar phosphate and a nucleoside phosphoramidite. The in situ formed phosphate-phosphite intermediate Was subsequently oxidized with tBuOOH. Three UDP-N-acetylglucosamine derivatives were prepared using this one-pot procedure in good yields.

  DOI：

  10.1021/jo802021t