3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol | 887480-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol
• CAS: 887480-21-9
• 化学式: C₄₁H₄₂O₈
• 分子量: 662.78
• InChiKey: LEFUOMTZIZYMBC-MKYKZGJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.74
• 重原子数：
  49.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol 在 cerium(III) chloride 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 47.5h， 以56%的产率得到3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranosyl-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol
  参考文献：
  名称：

  Preparation of Building Blocks for Carba‐Oligosaccharides: Some Protected 5a′‐Carba‐D‐hexopyranosyl‐1,5‐anhydro‐2‐deoxy‐D‐arabino‐hex‐1‐enitols, and 5a,5a′‐Dicarba Congeners Thereof

  摘要：

  Four configurational types of two protected O -linked (5a-carba-D-hexopyranosyl)-D-glucal and carba-D-glucal derivatives were prepared in order to provide versatile synthetic intermediates readily convertible into carba-oligosaccharides of biological interest. These compounds may also find application as donors for elongation of carba-oligosaccharide chains having O -linked carbahexopyranose residues at nonreducing ends.

  DOI：

  10.1080/07328300600572907
• 作为产物：
  描述：

  1,2-O-anhydro-3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranose 在 吡啶 、 15-冠醚-5 、 乙酸酐 、 sodium hydride 、 二甲基亚砜 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 22.0h， 生成 3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol
  参考文献：
  名称：

  Preparation of Building Blocks for Carba‐Oligosaccharides: Some Protected 5a′‐Carba‐D‐hexopyranosyl‐1,5‐anhydro‐2‐deoxy‐D‐arabino‐hex‐1‐enitols, and 5a,5a′‐Dicarba Congeners Thereof

  摘要：

  Four configurational types of two protected O -linked (5a-carba-D-hexopyranosyl)-D-glucal and carba-D-glucal derivatives were prepared in order to provide versatile synthetic intermediates readily convertible into carba-oligosaccharides of biological interest. These compounds may also find application as donors for elongation of carba-oligosaccharide chains having O -linked carbahexopyranose residues at nonreducing ends.

  DOI：

  10.1080/07328300600572907