(S,E)-3-(1-(sec-butylamino)ethylidene)-6-methyl-3H-pyran-2,4-dione | 1119628-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (S,E)-3-(1-(sec-butylamino)ethylidene)-6-methyl-3H-pyran-2,4-dione
• 英文别名: (3E)-3-[1-[[(2S)-butan-2-yl]amino]ethylidene]-6-methylpyran-2,4-dione
• CAS: 1119628-95-3
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: RTYNJZNZHUXJGB-MCTJWZARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  去氢乙酸 、 (S)-(+)-2-氨基丁烷 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以91%的产率得到(S,E)-3-(1-(sec-butylamino)ethylidene)-6-methyl-3H-pyran-2,4-dione
  参考文献：
  名称：

  Preparation of Achiral and Chiral (E)-Enaminopyran-2,4-diones and Their Phytotoxic Activity

  摘要：

  A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.

  DOI：

  10.1021/jf802805f

文献信息

• Preparation of Achiral and Chiral (<i>E</i>)-Enaminopyran-2,4-diones and Their Phytotoxic Activity
  作者：Luiz C. Dias、Antônio J. Demuner、Vânia M. M. Valente、Luiz C. A. Barbosa、Felipe T. Martins、Antônio C. Doriguetto、Javier Ellena

  DOI：10.1021/jf802805f

  日期：2009.2.25

  A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.