(2R,3S,4S,5R,6S)-2-((((benzyloxy)(((benzyloxy)(hydroxy)phosphoryl)methyl)phosphoryl)oxy)methyl)-6-(ethylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 669071-21-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R,6S)-2-((((benzyloxy)(((benzyloxy)(hydroxy)phosphoryl)methyl)phosphoryl)oxy)methyl)-6-(ethylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 669071-21-0
• 化学式: C₄₄H₄₄O₁₃P₂S
• 分子量: 874.839
• InChiKey: IFFJSZYXXYCHSR-INYBIWPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.93
• 重原子数：
  60.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  170.19
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  、 (2R,3S,4S,5R,6S)-2-((((benzyloxy)(((benzyloxy)(hydroxy)phosphoryl)methyl)phosphoryl)oxy)methyl)-6-(ethylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以32%的产率得到
  参考文献：
  名称：

  Synthesis of potential bisubstrate inhibitors of Leishmania elongating α-d-mannosyl phosphate transferase

  摘要：

  Synthesis of a potential mechanism-based bisubstrate inhibitor 1 of the elongating alpha-D-mannosyl phosphate transferase in Leishmania, comprising a guanosine subunit bound to the synthetic acceptor substrate through the methylenebisphosphonate linker, as well as its analogues 2 and 3 has been successfully accomplished. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.022
• 作为产物：
  描述：

  (2S,3R,4S,5S,6R)-2-(ethylthio)-6-(((hydroxy((hydroxy(methoxy)phosphoryl)methyl)phosphoryl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 potassium cyanide 、 tetrafluoroboric acid 、 甲基叔丁基醚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (2R,3S,4S,5R,6S)-2-((((benzyloxy)(((benzyloxy)(hydroxy)phosphoryl)methyl)phosphoryl)oxy)methyl)-6-(ethylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Synthesis of potential bisubstrate inhibitors of Leishmania elongating α-d-mannosyl phosphate transferase

  摘要：

  Synthesis of a potential mechanism-based bisubstrate inhibitor 1 of the elongating alpha-D-mannosyl phosphate transferase in Leishmania, comprising a guanosine subunit bound to the synthetic acceptor substrate through the methylenebisphosphonate linker, as well as its analogues 2 and 3 has been successfully accomplished. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.022