n-octyl 5-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-β-D-galactofuranoside | 1240496-81-4

• 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: n-octyl 5-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-β-D-galactofuranoside
• CAS: 1240496-81-4
• 化学式: C₃₀H₃₇N₃O₈
• 分子量: 567.639
• InChiKey: PSIJQIOYWOWOIA-RQHKYSNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  41.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  146.12
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  n-octyl 5-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-β-D-galactofuranoside 、 乙酸酐 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 生成 1,5-di-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-D-galactofuranoside 、 1,5-di-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-D-galactofuranoside
  参考文献：
  名称：

  Synthetic UDP-furanoses inhibit the growth of the parasite Leishmania

  摘要：

  The chemical synthesis of UDP-6-NHAc-6-deoxy-Galf was performed and it led to the isolation of both pure anomers. They were then evaluated together with the previously prepared UDP-furanoses for their anti-parasitic properties against Leishmania donovani promastigotes, one of the agents responsible for visceral leishmaniasis. Amongst them, the unnatural 1,2-trans UDP-6-NHAc-Galf demonstrated a high potency in inhibiting the growth of the parasite. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.02.020
• 作为产物：
  描述：

  n-octyl 6-azido-6-deoxy-2,3-di-O-benzoyl-β-D-galactofuranoside 、 乙酸酐 在 吡啶 作用下， 反应 48.0h， 以93%的产率得到n-octyl 5-O-acetyl-6-azido-6-deoxy-2,3-di-O-benzoyl-β-D-galactofuranoside
  参考文献：
  名称：

  Synthetic UDP-furanoses inhibit the growth of the parasite Leishmania

  摘要：

  The chemical synthesis of UDP-6-NHAc-6-deoxy-Galf was performed and it led to the isolation of both pure anomers. They were then evaluated together with the previously prepared UDP-furanoses for their anti-parasitic properties against Leishmania donovani promastigotes, one of the agents responsible for visceral leishmaniasis. Amongst them, the unnatural 1,2-trans UDP-6-NHAc-Galf demonstrated a high potency in inhibiting the growth of the parasite. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.02.020