2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(4'''-(N,N'-bis-(tertbutyloxycarbonyl)guanidinomethylene)-1H,1''',2''',3'''-triazol-1'''-yl)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol | 1237748-12-7

• 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''-(4'''-(N,N'-bis-(tertbutyloxycarbonyl)guanidinomethylene)-1H,1''',2''',3'''-triazol-1'''-yl)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol
• CAS: 1237748-12-7
• 化学式: C₄₈H₆₄N₈O₁₃
• 分子量: 961.082
• InChiKey: IRLNEQZUPLFQSG-QBKDTEIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  69.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  239.2
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(4'''-(N,N'-bis-(tertbutyloxycarbonyl)guanidinomethylene)-1H,1''',2''',3'''-triazol-1'''-yl)-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以79%的产率得到2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(3'-(N-tertbutyloxycarbonyl)-uracil-1'-yl)-6-(5''-(4'''-(N,N',N'',N''-tetra-(tertbutyloxycarbonyl)guanidinomethylene)-1H,1''',2''',3'''-triazol-1'''-yl)-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：

  2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-azido-1'',5''-dideoxy-2'',3''-O-isopentylidene-β-D-ribos-1''-yl)-D-glucitol 、 N,N'-di-Boc-N''-(prop-2-ynyl)-guanidine 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 N,N-二异丙基乙胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 3.0h， 以57%的产率得到2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-(uracil-1'-yl)-6-(5''-(4'''-(N,N'-bis-(tertbutyloxycarbonyl)guanidinomethylene)-1H,1''',2''',3'''-triazol-1'''-yl)-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