4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl (4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside)uronate | 1616628-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl (4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside)uronate
• CAS: 1616628-13-7
• 化学式: C₃₈H₃₁F₁₇O₉
• 分子量: 954.632
• InChiKey: HFKZRLWHTKJRPZ-QWLLIXBYSA-N

物化性质

• 沸点：
  696.6±55.0 °C(predicted)
• 密度：
  1.52±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  64.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  109.75
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  O-(4-O-acetyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α,β-D-glucopyranosyl)trichloroacetimidate 、 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl (4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside)uronate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of hyaluronic acid oligosaccharides and exploration of a fluorous-assisted approach

  摘要：

  The synthesis of hyaluronic acid oligomers (tri- and tetrasaccharide) is described. We have followed a pre-glycosylation oxidation strategy. Glucuronic acid units were directly employed in coupling reactions with suitably protected glucosamine derivatives. In order to simplify the purification of synthetic intermediates, a fluorous-assisted strategy has been also explored. Using this approach, a hyaluronic acid trisaccharide was prepared. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.05.007
• 作为产物：
  描述：

  4-methoxyphenyl 2-O-benzyol-3-O-benzyl-β-D-glucopyranoside 在 calcium hypochlorite 、 2,2,6,6-四甲基哌啶氧化物 、 四丁基溴化铵 、 碳酸氢钠 、 potassium bromide 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl (4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside)uronate
  参考文献：
  名称：

  Synthesis of hyaluronic acid oligosaccharides and exploration of a fluorous-assisted approach

  摘要：

  The synthesis of hyaluronic acid oligomers (tri- and tetrasaccharide) is described. We have followed a pre-glycosylation oxidation strategy. Glucuronic acid units were directly employed in coupling reactions with suitably protected glucosamine derivatives. In order to simplify the purification of synthetic intermediates, a fluorous-assisted strategy has been also explored. Using this approach, a hyaluronic acid trisaccharide was prepared. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.05.007