2'-aminoethyl 4-O-[3-O-acetyl-2-azido-4-O-benzyl-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranosyl]-2,3,6-O-benzyl-β-D-glucopyranoside | 1386972-59-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-aminoethyl 4-O-[3-O-acetyl-2-azido-4-O-benzyl-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranosyl]-2,3,6-O-benzyl-β-D-glucopyranoside
• CAS: 1386972-59-3
• 化学式: C₆₀H₇₀N₄O₁₁Si
• 分子量: 1051.32
• InChiKey: MFHMJRLTJWTNSH-MDKVXQATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.96
• 重原子数：
  76.0
• 可旋转键数：
  25.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  184.15
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  trityl chloride polystyrene resin 、 2'-aminoethyl 4-O-[3-O-acetyl-2-azido-4-O-benzyl-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranosyl]-2,3,6-O-benzyl-β-D-glucopyranoside 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 甲醇 为溶剂， 反应 49.08h， 生成
  参考文献：
  名称：

  Solid-Phase Synthesis of 2-Aminoethyl Glucosamine Sulfoforms

  摘要：

  Mono- and disaccharides of sulfonated glucosamines (GlcN sulfoforms) conjugated to 2-aminoethyl linkers were generated by solid-phase synthesis. Orthogonally protected intermediates were tethered onto tritylated polystyrene resin beads, subjected to a modular sequence of deprotection and sulfonation steps, then cleaved from solid support without degradation of N- or O-sulfate esters using solvolytic conditions, and finally purified by reverse-phase HPLC to afford the title compounds.

  DOI：

  10.1080/07328303.2012.658274
• 作为产物：
  描述：

  在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以99%的产率得到2'-aminoethyl 4-O-[3-O-acetyl-2-azido-4-O-benzyl-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranosyl]-2,3,6-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  Solid-Phase Synthesis of 2-Aminoethyl Glucosamine Sulfoforms

  摘要：

  Mono- and disaccharides of sulfonated glucosamines (GlcN sulfoforms) conjugated to 2-aminoethyl linkers were generated by solid-phase synthesis. Orthogonally protected intermediates were tethered onto tritylated polystyrene resin beads, subjected to a modular sequence of deprotection and sulfonation steps, then cleaved from solid support without degradation of N- or O-sulfate esters using solvolytic conditions, and finally purified by reverse-phase HPLC to afford the title compounds.

  DOI：

  10.1080/07328303.2012.658274