4-[(diethoxyphosphoryl)oxy]-2-formylphenyl pivaloate | 899435-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-[(diethoxyphosphoryl)oxy]-2-formylphenyl pivaloate
• CAS: 899435-59-7
• 化学式: C₁₆H₂₃O₇P
• 分子量: 358.328
• InChiKey: ZNYOMFIVCFCSBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  88.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-[(diethoxyphosphoryl)oxy]-2-formylphenyl pivaloate 在 sodium hydroxide 、 三甲基溴硅烷 作用下， 反应 12.17h， 生成
  参考文献：
  名称：

  Cell permeation of a Trypanosoma brucei aldolase inhibitor: Evaluation of different enzyme-labile phosphate protecting groups

  摘要：

  A series of four prodrugs directed against Trypanosoma brucei aldolase bearing various transient enzyme-labile phosphate protecting groups was developed. Herein, we describe the synthesis and evaluation of cell permeation of these prodrugs. The oxymethyl derivative was the most efficient prodrug with a good recovering of the free drug (IC50 = 20 mu M) and without any measurable cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.010
• 作为产物：
  描述：

  三甲基乙酰氯 在 吡啶 、 碘 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 4-[(diethoxyphosphoryl)oxy]-2-formylphenyl pivaloate
  参考文献：
  名称：

  Cell permeation of a Trypanosoma brucei aldolase inhibitor: Evaluation of different enzyme-labile phosphate protecting groups

  摘要：

  A series of four prodrugs directed against Trypanosoma brucei aldolase bearing various transient enzyme-labile phosphate protecting groups was developed. Herein, we describe the synthesis and evaluation of cell permeation of these prodrugs. The oxymethyl derivative was the most efficient prodrug with a good recovering of the free drug (IC50 = 20 mu M) and without any measurable cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.010