diisopropyl (2-(isobutylamino)-2-oxoethyl)phosphonate | 1426294-35-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diisopropyl (2-(isobutylamino)-2-oxoethyl)phosphonate
• 英文别名: 2-di(propan-2-yloxy)phosphoryl-N-(2-methylpropyl)acetamide
• CAS: 1426294-35-0
• 化学式: C₁₂H₂₆NO₄P
• 分子量: 279.317
• InChiKey: QAVDKBBMLZVQDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-辛烯醛 、 diisopropyl (2-(isobutylamino)-2-oxoethyl)phosphonate 、 吉拉尔特试剂 T 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以99%的产率得到N-isobutyl-2,4-hendecadienamide
  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 、 异丁胺 以 二氯甲烷 、 甲醇 为溶剂， 反应 4.0h， 以99%的产率得到diisopropyl (2-(isobutylamino)-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

文献信息

• Column Chromatography-Free Solution-Phase Synthesis of a Natural Piper-Amide-like Compound Library
  作者：Sumin Kim、Chaemin Lim、Sukjin Lee、Seokwoo Lee、Hyunkyung Cho、Joo-Youn Lee、Dong Sup Shim、Hee Dong Park、Sanghee Kim

  DOI：10.1021/co400003d

  日期：2013.4.8

  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.