diethyl {4-[(o-hydroxyphenyl)thio]-1-butenyl}phosphonate

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: diethyl {4-[(o-hydroxyphenyl)thio]-1-butenyl}phosphonate
• 英文别名: 2-[(E)-4-diethoxyphosphorylbut-3-enyl]sulfanylphenol
• 化学式: C₁₄H₂₁O₄PS
• 分子量: 316.358
• InChiKey: YCWXAONBIQAETE-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl {4-[(o-hydroxyphenyl)thio]-1-butenyl}phosphonate 在 三甲基溴硅烷 、 间氯过氧苯甲酸 作用下， 生成 [(E)-4-(2-hydroxyphenyl)sulfinylbut-1-enyl]phosphonic acid
  参考文献：
  名称：

  Rational herbicide design by inhibition of tryptophan biosynthesis

  摘要：

  Compounds designed to mimic the tryptophan synthase a subunit reactive intermediate were found to be potent inhibitors of the enzyme. These compounds are herbicidal and the herbicidal mode of action was demonstrated to be due to disruption of tryptophan biosynthesis. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00340-6
• 作为产物：
  描述：

  2-羟基苯硫酚 在 盐酸 、 正丁基锂 、 三乙胺 作用下， 生成 diethyl {4-[(o-hydroxyphenyl)thio]-1-butenyl}phosphonate
  参考文献：
  名称：

  Rational herbicide design by inhibition of tryptophan biosynthesis

  摘要：

  Compounds designed to mimic the tryptophan synthase a subunit reactive intermediate were found to be potent inhibitors of the enzyme. These compounds are herbicidal and the herbicidal mode of action was demonstrated to be due to disruption of tryptophan biosynthesis. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00340-6

文献信息

• Arylthioalkyl- and arylthioalkenylphosphonic acids and derivatives
  申请人：American Cyanamid Company

  公开号：US05635449A1

  公开（公告）日：1997-06-03

  The present invention provides arylthioalkyl- and arylthioalkenylphosphonic acids and derivatives thereof having the structural formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.

  本发明提供了具有结构式I的芳基硫代烷基和芳基硫代烯基膦酸及其衍生物。进一步提供了包含这些化合物的组合物和方法，用于控制不良植物物种。
• Rational herbicide design by inhibition of tryptophan biosynthesis
  作者：John Finn、Charles Langevine、Iwona Birk、Jeff Birk、Karen Nickerson、Shirley Rodaway

  DOI：10.1016/s0960-894x(99)00340-6

  日期：1999.8

  Compounds designed to mimic the tryptophan synthase a subunit reactive intermediate were found to be potent inhibitors of the enzyme. These compounds are herbicidal and the herbicidal mode of action was demonstrated to be due to disruption of tryptophan biosynthesis. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.