(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-fluoromethyl-myo-inositol | 403651-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-fluoromethyl-myo-inositol
• CAS: 403651-38-7
• 化学式: C₄₃H₄₅FO₆
• 分子量: 676.825
• InChiKey: NNDHMHOAUBHEGY-LSTMTGNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  50.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-fluoromethyl-myo-inositol 在 四氮唑 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 (+)-1-O-(1,2-di-O-palmitoyl-sn-glycerol-3-benzoxyphosphoryl)-2,4,5,6-tetra-O-benzyl-3-deoxy-3-fluoromethyl-myo-inositol
  参考文献：
  名称：

  Synthesis and biological evaluation of l-α-Phosphatidyl-d-3-deoxy-3-heteromethyl-myo-inositols as phosphoinositide 3-kinase inhibitors

  摘要：

  We have synthesized a series of 3-deoxy-3-heteromethyl derivatives of L-alpha -phosphatidly-D-myo-inositol as part of our effort to develop specific, reversible inhibitors of phosphoinositide (PI) 3-kinase. Among various derivatives examined. phosphatidyl-D-3-deoxy-3-aminomethyl-myo-inositol display's the highest potency in inhibiting PI 3-kinase both in vitro and in cells. It effectively suppressed antigen-stimulated degranulation in mast cells (IC50, 17 muM), suggesting a potential application of this PI 3-kinase inhibitor as a mast cell-stabilizing agent. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00232-2
• 作为产物：
  描述：

  苯酚,4-氨基-2,3,6-三氟- 在 9-borabicyclo[3.3.1]nonane dimer 、 二乙胺基三氟化硫 、 potassium tert-butylate 、 乙酸酐 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 甲苯 、 苯 为溶剂， 反应 6.5h， 生成 (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-fluoromethyl-myo-inositol
  参考文献：
  名称：

  Synthesis and biological evaluation of l-α-Phosphatidyl-d-3-deoxy-3-heteromethyl-myo-inositols as phosphoinositide 3-kinase inhibitors

  摘要：

  We have synthesized a series of 3-deoxy-3-heteromethyl derivatives of L-alpha -phosphatidly-D-myo-inositol as part of our effort to develop specific, reversible inhibitors of phosphoinositide (PI) 3-kinase. Among various derivatives examined. phosphatidyl-D-3-deoxy-3-aminomethyl-myo-inositol display's the highest potency in inhibiting PI 3-kinase both in vitro and in cells. It effectively suppressed antigen-stimulated degranulation in mast cells (IC50, 17 muM), suggesting a potential application of this PI 3-kinase inhibitor as a mast cell-stabilizing agent. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00232-2