(β-D-cellobiosyl)methanol methoxymethyl ether | 262293-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (β-D-cellobiosyl)methanol methoxymethyl ether
• CAS: 262293-14-1
• 化学式: C₁₅H₂₈O₁₂
• 分子量: 400.38
• InChiKey: WVCNKGCXGDZHSJ-FREJGFPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.73
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  187.76
• 氢给体数：
  7.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 (β-D-cellobiosyl)methanol methoxymethyl ether 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 (hepta-O-benzyl-β-D-cellobiosyl)methanol methoxymethyl ether
  参考文献：
  名称：

  The Synthesis of an O,C-Trisaccharide: The O,C-Analog of Methyl 4′-O-β-d-glucopyranosylgentiobioside

  摘要：

  The synthesis of an O,C-trisaccharide, namely methyl O-beta-D-glucopyranosyl-(1-->4)-C-beta-D-glucop glucopyranoside, was achieved in 14 steps by way of the nitro-aldol coupling of hepta-O-acetyl-beta-cellobiosylnitromethane and methyl 6-aldehydo-2,3,4-tri-O-benzyl-alpha-D-gluco-1,5-pyranoside, followed by the elaboration of the coupling product. The resulting O,C-trisaccharide constitutes a potential inhibitor of the beta glucanases of the cellulase family. The perbenzylated derivative of cellobiosyl nitromethane was also prepared. Both disaccharide-C-glycosides constitute useful starting materials for the preparation of higher mixed O,C-oligosaccharides. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00923-0
• 作为产物：
  描述：

  α-D-cellobiose octaacetate 在 磷酸酐 、 dicobalt octacarbonyl 、 sodium methylate 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 298.0h， 生成 (β-D-cellobiosyl)methanol methoxymethyl ether
  参考文献：
  名称：

  The Synthesis of an O,C-Trisaccharide: The O,C-Analog of Methyl 4′-O-β-d-glucopyranosylgentiobioside

  摘要：

  The synthesis of an O,C-trisaccharide, namely methyl O-beta-D-glucopyranosyl-(1-->4)-C-beta-D-glucop glucopyranoside, was achieved in 14 steps by way of the nitro-aldol coupling of hepta-O-acetyl-beta-cellobiosylnitromethane and methyl 6-aldehydo-2,3,4-tri-O-benzyl-alpha-D-gluco-1,5-pyranoside, followed by the elaboration of the coupling product. The resulting O,C-trisaccharide constitutes a potential inhibitor of the beta glucanases of the cellulase family. The perbenzylated derivative of cellobiosyl nitromethane was also prepared. Both disaccharide-C-glycosides constitute useful starting materials for the preparation of higher mixed O,C-oligosaccharides. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00923-0