2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(N-Boc-L-prolinyl-N'-amido)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol | 1237748-03-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(N-Boc-L-prolinyl-N'-amido)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol
• CAS: 1237748-03-6
• 化学式: C₄₄H₅₈N₄O₁₂
• 分子量: 834.964
• InChiKey: PURRQFWPOYZFNO-HMADTZLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  60.0
• 可旋转键数：
  16.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  178.11
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(N-Boc-L-prolinyl-N'-amido)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol 在 氢气 、 palladium(II) hydroxide 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 以96%的产率得到2,5-anhydro-1-deoxy-1-(uracil-1'-yl)-6-(5''-(N-Boc-L-prolinyl-N'-amido)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol
  参考文献：
  名称：

  Bacterial transferase MraY inhibitors: Synthesis and biological evaluation

  摘要：

  New inhibitors of the bacterial transferase MraY are described. Their structure is based on an aminoribosyl-O-uridine like scaffold, readily obtained in two key steps. The amino group can be coupled with proline or guanylated. Alternatively, these amino, prolinyl or guanidinyl groups can be introduced through a triazole linker. Biological evaluation of these compounds on MraY from Bacillus subtilis revealed interesting inhibitory activity for both amino compounds. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.04.023
• 作为产物：
  描述：

  BOC-L-脯氨酸 、 2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-amino-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(N-Boc-L-prolinyl-N'-amido)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol
  参考文献：
  名称：

  Bacterial transferase MraY inhibitors: Synthesis and biological evaluation

  摘要：

  New inhibitors of the bacterial transferase MraY are described. Their structure is based on an aminoribosyl-O-uridine like scaffold, readily obtained in two key steps. The amino group can be coupled with proline or guanylated. Alternatively, these amino, prolinyl or guanidinyl groups can be introduced through a triazole linker. Biological evaluation of these compounds on MraY from Bacillus subtilis revealed interesting inhibitory activity for both amino compounds. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.04.023