(2-methyl-5-tert-butylphenyl) 1-thio-β-D-galactofuranoside | 1269500-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-methyl-5-tert-butylphenyl) 1-thio-β-D-galactofuranoside
• CAS: 1269500-76-6
• 化学式: C₁₇H₂₆O₅S
• 分子量: 342.456
• InChiKey: RQHJCGFCPWBFSM-XJBGLIRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  90.15
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2-methyl-5-tert-butylphenyl) 1-thio-β-D-galactofuranoside 在 N-溴代丁二酰亚胺(NBS) 、 三氟甲磺酸 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.5h， 生成 、
  参考文献：
  名称：

  13C-NMR glycosylation effects in (1→3)-linked furanosyl-pyranosides

  摘要：

  Synthesis, theoretical conformational analysis (molecular mechanics and DFT calculations) and NMR spectral data including the C-13-NMR glycosylation effects for six pairs of isomeric furanosyl-(1 -> 3)-pyranosides with different anomeric and absolute configurations of furanosyl units as well as configurations of C2 and C4 in the pyranoside units are described. The determined C-13-NMR glycosylation effects were shown to correlate with the pattern of intramolecular interactions around the inter-unit bonds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.08.014
• 作为产物：
  描述：

  (2-methyl-5-tert-butylphenyl) 2,3,5,6-tetra-O-benzoyl-1-thio-β-D-galactofuranoside 在 甲醇 、 sodium 作用下， 以94%的产率得到(2-methyl-5-tert-butylphenyl) 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