4,6-di-O-acetyl-3-O-benzyl-α-L-idopyranose-1,2-methyl orthoacetate | 245109-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 4,6-di-O-acetyl-3-O-benzyl-α-L-idopyranose-1,2-methyl orthoacetate
• CAS: 245109-93-7
• 化学式: C₂₀H₂₆O₉
• 分子量: 410.421
• InChiKey: JMDPGXTVPARWCZ-HUTLCRKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  4,6-di-O-acetyl-3-O-benzyl-α-L-idopyranose-1,2-methyl orthoacetate 在 4-二甲氨基吡啶 、 sodium methylate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranose-1,2-methyl orthoacetate
  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：

  甲醇 、 1,2,4,6-tetra-O-acetyl-3-O-benzyl-L-idopyranose 在 溴化钛(IV) 、 2,4,6-三甲基吡啶 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 26.0h， 以47%的产率得到4,6-di-O-acetyl-3-O-benzyl-α-L-idopyranose-1,2-methyl orthoacetate
  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