allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside | 245110-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside
• CAS: 245110-01-4
• 化学式: C₄₆H₆₁N₃O₁₁Si
• 分子量: 860.089
• InChiKey: YJPXAWCNRGXHJF-KEVLMGOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.58
• 重原子数：
  61.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  158.13
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以88%的产率得到allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-α-L-idopyranoside
  参考文献：
  名称：

  Synthesis of disaccharidic sub-units of a new series of heparin related oligosaccharides

  摘要：

  The chemical synthesis of disaccharides 1 and 2, useful building-blocks for the preparation of a new series of heparin related oligosaccharides containing the unusual sequence (GlcN-IdoA)(n), is described. In addition, the orthogonality of the protective groups would allow access to a wide array of differently sulfated oligosaccharides. As the simplest members of this new class of oligomer, the synthesis of sulfated disaccharides 3 and 4 fully deprotected is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00526-8
• 作为产物：
  描述：

  2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose 在 叔丁基二甲硅基三氟甲磺酸酯 、 potassium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.5h， 生成 allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside
  参考文献：
  名称：

  Synthesis of disaccharidic sub-units of a new series of heparin related oligosaccharides

  摘要：

  The chemical synthesis of disaccharides 1 and 2, useful building-blocks for the preparation of a new series of heparin related oligosaccharides containing the unusual sequence (GlcN-IdoA)(n), is described. In addition, the orthogonality of the protective groups would allow access to a wide array of differently sulfated oligosaccharides. As the simplest members of this new class of oligomer, the synthesis of sulfated disaccharides 3 and 4 fully deprotected is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00526-8