(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran | 869192-39-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
• CAS: 869192-39-2
• 化学式: C₆₃H₆₇N₃O₁₁
• 分子量: 1042.24
• InChiKey: ZWNIXSQVOVATRL-DWGQCGJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.54
• 重原子数：
  77.0
• 可旋转键数：
  27.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  150.29
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以34%的产率得到1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-3,4,5-tri-O-benzyl-2-O-methyl-myo-inositol
  参考文献：
  名称：

  Synthesis of a cell-permeable analogue of a glycosylphosphatidylinositol (GPI) intermediate that is toxic to the living bloodstream form of Trypanosoma brucei

  摘要：

  The synthesis of two cell-permeable analogues related to a GPI intermediate is described for studies with living trypano-somes and human (HeLa) cells. One of the analogues is metabolised by the former GPI pathway and is toxic to the parasite Try-panosoma brucei but not to human cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.112
• 作为产物：
  描述：

  2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl trichloroacetimidate 、 1D-3,4,5-Tri-O-benzyl-2-O-methyl-1-O-(4-methoxybenzyl)-myo-inositol 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙醚 为溶剂， 反应 0.75h， 以80%的产率得到(3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,5R,6R)-2,3,4-tris-benzyloxy-5-methoxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
  参考文献：
  名称：

  Synthesis of a cell-permeable analogue of a glycosylphosphatidylinositol (GPI) intermediate that is toxic to the living bloodstream form of Trypanosoma brucei

  摘要：

  The synthesis of two cell-permeable analogues related to a GPI intermediate is described for studies with living trypano-somes and human (HeLa) cells. One of the analogues is metabolised by the former GPI pathway and is toxic to the parasite Try-panosoma brucei but not to human cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.112