2-bromo diethylphosphonoacetic acid | 216019-46-4

• 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: 2-bromo diethylphosphonoacetic acid
• 英文别名: 2-Bromo diethylphosphono acetic acid；2-bromo-2-diethoxyphosphorylacetic acid
• CAS: 216019-46-4
• 化学式: C₆H₁₂BrO₅P
• 分子量: 275.036
• InChiKey: QRHKMSRYWSWZJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo diethylphosphonoacetic acid 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-bromo-2-(diethoxyphosphoryl)ethanoyl chloride
  参考文献：
  名称：

  A new general approach to 4-substituted-3-halo-2-quinolones

  摘要：

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.01.008
• 作为产物：
  描述：

  2-溴-2-磷酰基乙酸三乙酯 在 水 、 sodium hydroxide 作用下， 反应 20.0h， 以82%的产率得到2-bromo diethylphosphonoacetic acid
  参考文献：
  名称：

  A new general approach to 4-substituted-3-halo-2-quinolones

  摘要：

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.01.008

文献信息

• [EN] HETEROCYCLE SUBSTITUTED PROPENOIC ACID DERIVATIVES AS NMDA ANTAGONISTS<br/>[FR] DERIVES D'ACIDE PROPENOIQUE SUBSTITUES PAR UN HETEROCYCLE UTILISES COMME ANTAGONISTES DE NMDA
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：WO1996013501A1

  公开（公告）日：1996-05-09

  (EN) 3-(Heterocyclic)-propenoic acid derivatives of formula (I) wherein G ia a radical chosen from the group (a), (b) or (c). These 3-(heterocyclic)-propenoic acid derivatives are useful as NMDA antagonists.(FR) Dérivés d'acide propénoique substitués en position 3 par un hétérocycle, de la formule (I), dans laquelle G représente un radical choisi entre (a), (b) et (c). Ces dérivés d'acide propénoique substitués en position 3 par un hétérocycle sont utiles comme antagonistes de N-méthyl-D-aspartate (NMDA).

  以下是对英文文本的翻译： (EN) 3-(Heterocyclic)-propenoic acid derivatives of formula (I) wherein G ia a radical chosen from the group (a), (b) or (c). These 3-(heterocyclic)-propenoic acid derivatives are useful as NMDA antagonists. (翻译)3-(杂环基)丙二元酸衍生物，其分子式为(I)，其中的G是一种来自(a)、(b)或(c)中的一个基团的单质根。 (FR) Dérivés d'acide propénoique substitués en position 3 par un hétérocycle, de la formule (I), dans laquelle G Represents un radical choisi entre (a), (b) et (c). Ces dérivés d'acide propénoique substitués en position 3 par un hétérocycle sont utiles comme antagonistes de N-méthyl-D-aspartate (NMDA). 翻译结果： 中文： 3-(杂环基)丙二元酸衍生物，其分子式为(I)，其中的G是一种来自(a)、(b)或(c)中的一个基团的单质根。这些3-(杂环基)丙二元酸衍生物对N-méthyl-D-aspartate (NMDA)有用。
• Synthesis and Antibacterial Activity of Novel 3-N-Substituted 1,8-Naphthyridin-2(1H)-ones
  作者：B. Sakram、A. Kurumanna、K. Ashok、S. Rambabu、D. Ravi、B. Sathish Kumar

  DOI：10.1134/s1070363219120338

  日期：2019.12

  Synthesis of novel N-protected and unprotected 3-N-substituted 1,8-naphthyridin-2(1H)-ones with potential inhibiting activity of penicillin-binding protein 6 (PBP6) has been developed. The synthesis is designed around a Buchwald-Hartwig crosscoupling of various 3-bromo-6-substituted-1,8-naphthyridin-2(1H)-ones with two different functionalized anilines. According to the preliminary antibacterial evaluation, the products 9b-9d and 10b-10d have demonstrated high inhibiting activity against spore germination of Staphylococcus aureus (gram positive) and Escherichia coli (gram negative). The molecular docking procedure has denoted the probable interactions of the synthesized compounds 9b-9d and 10b-10d with the target protein.
• HETEROCYCLE SUBSTITUTED PROPENOIC ACID DERIVATIVES AS NMDA ANTAGONISTS
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：EP0790994A1

  公开（公告）日：1997-08-27
• A new general approach to 4-substituted-3-halo-2-quinolones
  作者：Shuai Zhao、Yan-hong He、Di Wu、Zhi Guan

  DOI：10.1016/j.jfluchem.2010.01.008

  日期：2010.5

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.