(2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-((3-methoxypyridin-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 344779-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-((3-methoxypyridin-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 344779-61-9
• 化学式: C₄₀H₃₃NO₁₁
• 分子量: 703.702
• InChiKey: WQARZVXVSGAKHP-AGDBNQEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  145.78
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-((3-methoxypyridin-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 四氟硼酸-二乙醚络合物 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 benzyl [2-(β-D-glucopyranosyloxy)ethyl]carbamate
  参考文献：
  名称：

  Design, modeling and synthesis of functionalized paromamine analogs

  摘要：

  Based on the published NMR structure of the antibiotic paromomycin complexed with the A-site of Escherichia coli 16S ribosomal RNA, a set of C-5 functionalized analogs of paromamine was designed and synthesized, incorporating cyclic and acyclic appendages and terminating with one or more ammonium groups. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00194-6
• 作为产物：
  描述：

  苯甲酰氯 、 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-(3-methoxy-pyridin-2-yloxy)-tetrahydro-pyran-3,4,5-triol 在 吡啶 作用下， 以77%的产率得到(2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-((3-methoxypyridin-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Design, modeling and synthesis of functionalized paromamine analogs

  摘要：

  Based on the published NMR structure of the antibiotic paromomycin complexed with the A-site of Escherichia coli 16S ribosomal RNA, a set of C-5 functionalized analogs of paromamine was designed and synthesized, incorporating cyclic and acyclic appendages and terminating with one or more ammonium groups. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00194-6