(3R,4S,5S,6S)-2,3,4,5-tetrakis-benzyloxy-6-(2-benzyloxy-2-oxo-2-λ-5-[1,3,2]dioxaphospholan-4-yl)-tetrahydropyran | 954126-22-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S,5S,6S)-2,3,4,5-tetrakis-benzyloxy-6-(2-benzyloxy-2-oxo-2-λ-5-[1,3,2]dioxaphospholan-4-yl)-tetrahydropyran
• CAS: 954126-22-8
• 化学式: C₄₂H₄₃O₉P
• 分子量: 722.772
• InChiKey: JJRFUVVFMVGQCU-SQYQALGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.42
• 重原子数：
  52.0
• 可旋转键数：
  16.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.91
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (3R,4S,5S,6S)-2,3,4,5-tetrakis-benzyloxy-6-(2-benzyloxy-2-oxo-2-λ-5-[1,3,2]dioxaphospholan-4-yl)-tetrahydropyran 在 甲醇 、 sodium 、 氯化铵 作用下， 以 氨 为溶剂， 生成 (3R,4S,5S,6S)-6-(2-hydroxy-2-oxo-2-λ-5-[1,3,2]dioxaphospholan-4-yl)-tetrahydro-pyran-2,3,4,5-tetraol
  参考文献：
  名称：

  Synthesis of cyclophospho-glucoses and glucitols

  摘要：

  The syntheses of cyclophosphodiesters of 5-C-(hydroxymethyl)-hexoses and hexitols and of 6-C-(hydroxymethyl)-hexoses are reported, along with that of 6-deoxy-gluco-heptose 7-phosphate. These compounds proved to be reasonable substrate mimics and show inhibitory activity against human D-myo-inositol 3-phosphate synthase. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.027
• 作为产物：
  描述：

  benzyl 2,3,4-tri-O-benzyl-glycero-D-gluco-heptopyranoside 在 叔丁基过氧化氢 、 2,4-二硝基酚 作用下， 以 癸烷 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 (3R,4S,5S,6S)-2,3,4,5-tetrakis-benzyloxy-6-(2-benzyloxy-2-oxo-2-λ-5-[1,3,2]dioxaphospholan-4-yl)-tetrahydropyran
  参考文献：
  名称：

  Synthesis of cyclophospho-glucoses and glucitols

  摘要：

  The syntheses of cyclophosphodiesters of 5-C-(hydroxymethyl)-hexoses and hexitols and of 6-C-(hydroxymethyl)-hexoses are reported, along with that of 6-deoxy-gluco-heptose 7-phosphate. These compounds proved to be reasonable substrate mimics and show inhibitory activity against human D-myo-inositol 3-phosphate synthase. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.027