8-(methoxycarbonyl)octyl 2-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside | 866084-57-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-(methoxycarbonyl)octyl 2-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• CAS: 866084-57-3
• 化学式: C₆₃H₆₈O₁₅
• 分子量: 1065.22
• InChiKey: BPXKRGTUTPQEAT-HAOORMDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.44
• 重原子数：
  78.0
• 可旋转键数：
  29.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  169.81
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  8-(methoxycarbonyl)octyl 2-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以95%的产率得到8-(methoxycarbonyl)octyl 2-O-(α-D-arabinofuranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Oligosaccharide Fragments of the Lipoarabinomannan from Rhodococcus ruber *

  摘要：

  The synthesis of two oligosaccharide fragments (I and 2) of the lipoarabinomannan from Rhodococcus ruber is reported. Thioglycoside donors were used to assemble these glycans, which were prepared as their 8-(methoxycarbonyl)octyl glycosides for potential incorporation into neoglycoconjugates.

  DOI：

  10.1081/car-200067114
• 作为产物：
  描述：

  8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 、 Α-D-ARABINOFURANOSIDE,4-METHYLPHENYL1-THIO-,2,3,5-TRIBENZOATEΑ-D-阿拉伯呋喃糖苷,4-甲基苯基1-硫代2,3,5-苯三甲酸酯 在 N-碘代丁二酰亚胺 、 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以75%的产率得到8-(methoxycarbonyl)octyl 2-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Oligosaccharide Fragments of the Lipoarabinomannan from Rhodococcus ruber *

  摘要：

  The synthesis of two oligosaccharide fragments (I and 2) of the lipoarabinomannan from Rhodococcus ruber is reported. Thioglycoside donors were used to assemble these glycans, which were prepared as their 8-(methoxycarbonyl)octyl glycosides for potential incorporation into neoglycoconjugates.

  DOI：

  10.1081/car-200067114