diisopropyl (2-((4-methoxybenzyl)amino)-2-oxoethyl)phosphonate | 1426294-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diisopropyl (2-((4-methoxybenzyl)amino)-2-oxoethyl)phosphonate
• CAS: 1426294-38-3
• 化学式: C₁₆H₂₆NO₅P
• 分子量: 343.36
• InChiKey: VFUYHZRUAQCFTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diisopropyl (2-((4-methoxybenzyl)amino)-2-oxoethyl)phosphonate 、 吉拉尔特试剂 T 、 苯甲醛 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以94%的产率得到N-(4-甲氧基苄基)-3-苯基丙烯酰胺
  参考文献：
  名称：

  Column Chromatography-Free Solution-Phase Synthesis of a Natural Piper-Amide-like Compound Library

  摘要：

  We have achieved an efficient solution-phase parallel synthesis of a library of natural piper-amide-like compounds from the bifunctional beta-phosphono-N-hydroxy-succinimidyl ester intermediate. The primary important feature in our study is the construction of natural-product-like molecules through the adaptation of sophisticated organic reactions that create water-soluble byproducts for a chromatography-free purification. This simple and efficient method rapidly provides a combinatorial library of high yield and purity. The library was evaluated against GPCR targets to demonstrate its potential use as a tool for drug discovery and in chemical biology.

  DOI：

  10.1021/co400003d
• 作为产物：
  描述：

  2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate 、 吉拉尔特试剂 T 、 4-甲氧基苄胺 以 二氯甲烷 、 甲醇 为溶剂， 反应 4.0h， 以99%的产率得到diisopropyl (2-((4-methoxybenzyl)amino)-2-oxoethyl)phosphonate
  参考文献：
  名称：

  Column Chromatography-Free Solution-Phase Synthesis of a Natural Piper-Amide-like Compound Library

  摘要：

  We have achieved an efficient solution-phase parallel synthesis of a library of natural piper-amide-like compounds from the bifunctional beta-phosphono-N-hydroxy-succinimidyl ester intermediate. The primary important feature in our study is the construction of natural-product-like molecules through the adaptation of sophisticated organic reactions that create water-soluble byproducts for a chromatography-free purification. This simple and efficient method rapidly provides a combinatorial library of high yield and purity. The library was evaluated against GPCR targets to demonstrate its potential use as a tool for drug discovery and in chemical biology.

  DOI：

  10.1021/co400003d