2-Acetamido-1,3,4-tri-O-acetyl-2-deoxy-6-O-tosyl-D-glucopyranose | 215253-32-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Acetamido-1,3,4-tri-O-acetyl-2-deoxy-6-O-tosyl-D-glucopyranose
• CAS: 215253-32-0
• 化学式: C₂₁H₂₇NO₁₁S
• 分子量: 501.511
• InChiKey: GTYAFZSUNIIJHW-CVNCVKFOSA-N

物化性质

• 沸点：
  664.033±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.379±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.36
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  160.6
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2-Acetamido-1,3,4-tri-O-acetyl-2-deoxy-6-O-tosyl-D-glucopyranose 在 三氟甲磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 以39.5%的产率得到2-Methyl-(3,4-di-O-acetyl-6-O-tosyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-4,5-dihydrooxazole
  参考文献：
  名称：

  Kadokawa, Jun-Ichi; Sato, Mitsuru; Karasu, Masa, Angewandte Chemie - International Edition, 1998, vol. 37, # 17, p. 2373 - 2376

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯磺酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 反应 4.0h， 生成 2-Acetamido-1,3,4-tri-O-acetyl-2-deoxy-6-O-tosyl-D-glucopyranose
  参考文献：
  名称：

  Kadokawa, Jun-Ichi; Sato, Mitsuru; Karasu, Masa, Angewandte Chemie - International Edition, 1998, vol. 37, # 17, p. 2373 - 2376

  摘要：

  DOI：

文献信息

• Mechanism of Multivalent Carbohydrate-Protein Interactions Studied by EPR Spectroscopy
  作者：Patrick Braun、Bettina Nägele、Valentin Wittmann、Malte Drescher

  DOI：10.1002/anie.201101074

  日期：2011.8.29

  From a distance: Distance measurements in the nanometer range by means of spin‐label electron paramagnetic resonance provide structural evidence for multivalent protein–ligand interactions in solution (see picture; protein subunits: blue/green, ligand: black, spin labels: yellow circles, binding sites: yellow letters). The data show a detailed picture of the binding of divalent ligands to a lectin

  从远处看：通过自旋标记电子顺磁共振在纳米范围内进行距离测量，为溶液中多价蛋白质-配体相互作用提供了结构证据（参见图片；蛋白质亚基：蓝色/绿色；配体：黑色；自旋标记：黄色圆圈） ，绑定网站：黄色字母）。数据显示了二价配体与凝集素结合的详细情况。
• Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis
  作者：Yasuhiro Horita、Takemasa Takii、Taku Chiba、Ryuji Kuroishi、Yasuhiro Maeda、Yukihisa Kurono、Emi Inagaki、Kenji Nishimura、Yoshifumi Yamamoto、Chiyoji Abe、Masami Mori、Kikuo Onozaki

  DOI：10.1016/j.bmcl.2009.09.095

  日期：2009.11

  A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-beta-D-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity. (C) 2009 Elsevier Ltd. All rights reserved.