(2-methyl-5-tert-butylphenyl) 2,3,6-tri-O-benzoyl-5-O-levulinyl-1-thio-β-D-galactofuranoside | 1269500-81-3

• 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: (2-methyl-5-tert-butylphenyl) 2,3,6-tri-O-benzoyl-5-O-levulinyl-1-thio-β-D-galactofuranoside
• CAS: 1269500-81-3
• 化学式: C₄₃H₄₄O₁₀S
• 分子量: 752.882
• InChiKey: CLUHETCMPAFUDI-VNDXUQPSSA-N

物化性质

• 沸点：
  827.4±65.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  54.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  131.5
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2-methyl-5-tert-butylphenyl) 2,3,6-tri-O-benzoyl-5-O-levulinyl-1-thio-β-D-galactofuranoside 、 在 N-溴代丁二酰亚胺(NBS) 、 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以68%的产率得到
  参考文献：
  名称：

  Synthetic biotinylated tetra β(1→5) galactofuranoside for in vitro aspergillosis diagnosis

  摘要：

  The synthesis of a tetra beta(1 -> 5) galactofuranoside was achieved using a thioglycoside donor with a methyl tert-butyl phenyl thio leaving group. This tetrasaccharide was conjugated to biotin and validated as antigen with the monoclonal antibody used for clinical detection of Aspergillus fumigatus galactomannan on streptavidin-coated microplates. Then we have shown its ability to detect antibodies associated with A. fumigatus induced disease by using sera from patients with Allergic broncho-pulmonary aspergillosis (ABPA) and correlated the results of antibody detection with those gained with a commercially available diagnostic test. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.062
• 作为产物：
  描述：

  (2-methyl-5-tert-butylphenyl) 2,3,6-tri-O-benzoyl-1-thio-β-D-galactofuranoside 、 乙酰丙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以78%的产率得到(2-methyl-5-tert-butylphenyl) 2,3,6-tri-O-benzoyl-5-O-levulinyl-1-thio-β-D-galactofuranoside
  参考文献：
  名称：

  Synthetic biotinylated tetra β(1→5) galactofuranoside for in vitro aspergillosis diagnosis

  摘要：

  The synthesis of a tetra beta(1 -> 5) galactofuranoside was achieved using a thioglycoside donor with a methyl tert-butyl phenyl thio leaving group. This tetrasaccharide was conjugated to biotin and validated as antigen with the monoclonal antibody used for clinical detection of Aspergillus fumigatus galactomannan on streptavidin-coated microplates. Then we have shown its ability to detect antibodies associated with A. fumigatus induced disease by using sera from patients with Allergic broncho-pulmonary aspergillosis (ABPA) and correlated the results of antibody detection with those gained with a commercially available diagnostic test. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.062