2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside | 357674-73-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS: 357674-73-8
• 化学式: C₃₅H₃₇NO₈
• 分子量: 599.681
• InChiKey: WYEAUWMEHVNXQB-CKQPALCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  44.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  109.52
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 在 甲醇 、 calcium sulfate 、 silver trifluoromethanesulfonate 、 sodium 、 对甲苯磺酸 、 silver carbonate 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 18.0h， 生成 2-(p-nitrophenyl)ethyl (4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  CYCLODEXTRIN—A CARRIER OR SYNTHON? SYNTHESIS OF PER-O-METHYL-β- CYCLODEXTRIN-GM₃

  摘要：

  Cyclodextrins are currently under investigation for their utility as drug delivery agents. One property of the parent cyclic oligosaccharides which requires further modification for advanced drug delivery applications is that of site-directing capability. We have utilized beta -cyclodextrin as a starting material for the synthesis of the GM(3) trisaccharide and have conjugated this targeting ligand to a derivative of the parent beta -cyclodextrin. Synthesis of this cyclodextrin derivative, namely 18, is presented.

  DOI：

  10.1081/car-100102540
• 作为产物：
  描述：

  4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride 在 molecular sieve 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 20.5h， 生成 2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  CYCLODEXTRIN—A CARRIER OR SYNTHON? SYNTHESIS OF PER-O-METHYL-β- CYCLODEXTRIN-GM₃

  摘要：

  Cyclodextrins are currently under investigation for their utility as drug delivery agents. One property of the parent cyclic oligosaccharides which requires further modification for advanced drug delivery applications is that of site-directing capability. We have utilized beta -cyclodextrin as a starting material for the synthesis of the GM(3) trisaccharide and have conjugated this targeting ligand to a derivative of the parent beta -cyclodextrin. Synthesis of this cyclodextrin derivative, namely 18, is presented.

  DOI：

  10.1081/car-100102540