4-[1-(4-Chloro-phenyl)-2-[1,2,4]triazol-1-yl-ethoxycarbonylmethyl]-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester | 157469-27-7

• 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: 4-[1-(4-Chloro-phenyl)-2-[1,2,4]triazol-1-yl-ethoxycarbonylmethyl]-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS: 157469-27-7
• 化学式: C₁₈H₁₆Cl₄N₄O₆
• 分子量: 526.16
• InChiKey: FFPJBDDATPTELT-UHFFFAOYSA-N

物化性质

• 沸点：
  692.4±65.0 °C(predicted)
• 密度：
  1.63±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  112.85
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  4-[1-(4-Chloro-phenyl)-2-[1,2,4]triazol-1-yl-ethoxycarbonylmethyl]-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 在 溶剂黄146 、 锌 作用下， 反应 0.08h， 以70%的产率得到
  参考文献：
  名称：

  Derivatives of pesticides with an α-amino acid function: Synthesis and effect on threonine uptake

  摘要：

  AbstractThe synthesis of several derivatives of a pesticide and an α‐amino acid are described. The process involves three steps, the last one (deprotection of the α‐amino acid group) being the most critical. The resulting products preserved their α‐amino acid group and were globally neutral. They were tested for their effect on the transport of a neutral amino acid, threonine, and two sugars, sucrose and glucose. Two derivatives markedly and specifically inhibited threonine uptake by leaf tissues of Vicia faba L. and phloem loading. Preliminary experiments suggested that the lysine‐2,4‐D derivative is a competitive inhibitor of threonine uptake. The apparent Ki (0.5 mM) was much lower than the apparent Km (3 mm) of the natural substrate.

  DOI：

  10.1002/ps.2780410403
• 作为产物：
  描述：

  4-Carboxymethyl-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 在 吡啶 、 氯化亚砜 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 4-[1-(4-Chloro-phenyl)-2-[1,2,4]triazol-1-yl-ethoxycarbonylmethyl]-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  Derivatives of pesticides with an α-amino acid function: Synthesis and effect on threonine uptake

  摘要：

  AbstractThe synthesis of several derivatives of a pesticide and an α‐amino acid are described. The process involves three steps, the last one (deprotection of the α‐amino acid group) being the most critical. The resulting products preserved their α‐amino acid group and were globally neutral. They were tested for their effect on the transport of a neutral amino acid, threonine, and two sugars, sucrose and glucose. Two derivatives markedly and specifically inhibited threonine uptake by leaf tissues of Vicia faba L. and phloem loading. Preliminary experiments suggested that the lysine‐2,4‐D derivative is a competitive inhibitor of threonine uptake. The apparent Ki (0.5 mM) was much lower than the apparent Km (3 mm) of the natural substrate.

  DOI：

  10.1002/ps.2780410403