1-hydroxy-3-benzyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-2,5-dione | 464189-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-hydroxy-3-benzyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-2,5-dione
• 英文别名: himanimide C；3-benzyl-1-hydroxy-4-[4-(3-methylbut-2-enoxy)phenyl]pyrrole-2,5-dione
• CAS: 464189-92-2
• 化学式: C₂₂H₂₁NO₄
• 分子量: 363.413
• InChiKey: LMZRDHJKZVVPFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  561.2±60.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-hydroxy-3-benzyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-2,5-dione 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以57%的产率得到(+/-)-cis-himanimide D
  参考文献：
  名称：

  Total synthesis of (±)-camphorataimides and (±)-himanimides by NaBH4/Ni(OAc)2 or Zn/AcOH stereoselective reduction

  摘要：

  Maleic anhydride 1 of Antrodia camphorate, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only five steps, in 40% overall yield from commercially available succinic anhydride. The crucial antrodimides 3 and 2 can be readily transformed by the chemoselective reduction with Zn/AcOH and NaBH(4)/Ni(OAc)(2).4H(2)O to afford the naturally occurring camphorataimides, 4 and 5, in high yields as well, respectively. This synthetic strategy can also be modified to give access to a variety of different maleic acid derivatives, himanimides 6-8. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.077
• 作为产物：
  描述：

  异戊烯醇 在 四(三苯基膦)钯 sodium hydroxide 、 羟胺磷酸盐 、 偶氮二甲酸二异丙酯 、 叔丁基锂 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 、 正戊烷 为溶剂， 反应 13.25h， 生成 1-hydroxy-3-benzyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-2,5-dione
  参考文献：
  名称：

  喜马拉尼C和非天然类似物的合成和生物学评估。

  摘要：

  最近分离出的喜马拉酰胺C（1）可以通过短而灵活的立体选择性合成制备，该合成过程中使用铜介导的乙炔二羧酸二甲酯的连体连体双邻位双官能化（DMAD，8）作为关键步骤。为了研究该新家族的杀真菌效力，通过制备新的非天然喜马拉酰胺类似物来举例说明合成的灵活性。[结构：见文字]

  DOI：

  10.1021/ol047664o

文献信息

• [EN] DERIVATIVES OF PYRROLE-2,5-DIONES HAVING A FUNGICIDAL ACTIVITY, THEIR AGRONOMICAL COMPOSITIONS AND USE THEREOF.<br/>[FR] DÉRIVÉS DE PYRROLE-2,5-DIONES AYANT UNE ACTIVITÉ FONGICIDE, LEURS COMPOSITIONS AGRONOMIQUES ET LEUR UTILISATION.
  申请人：ISAGRO SPA

  公开号：WO2017168368A1

  公开（公告）日：2017-10-05

  Derivatives of pyrrole-2,5-diones having formula (I): (I) are described, together with agronomic compositions containing said derivatives having formula (I) and the use thereof for the control of phytopathogenic fungi in agricultural crops.

  本文描述了具有公式（I）的吡咯-2,5-二酮的衍生物（I），以及包含具有公式（I）的衍生物的农业组合物，以及其在农业作物中控制植物病原真菌的用途。
• Derivatives of pyrrole-2,5-diones having a fungicidal activity, their agronomical compositions and use thereof
  申请人：ISAGRO S.p.A.

  公开号：US10464893B2

  公开（公告）日：2019-11-05

  Derivatives of pyrrole-2,5-diones having formula (I): (I) are described, together with agronomic compositions containing said derivatives having formula (I) and the use thereof for the control of phytopathogenic fungi in agricultural crops.

  描述了具有式 (I) 的吡咯-2,5-二酮的衍生物：(I) 的衍生物，以及含有上述具有式 (I) 的衍生物的农艺组合物及其在控制农作物中植物病原真菌方面的用途。
• DERIVATIVES OF PYRROLE-2,5-DIONES HAVING A FUNGICIDAL ACTIVITY, THEIR AGRONOMICAL COMPOSITIONS AND USE THEREOF.
  申请人：ISAGRO S.p.A.

  公开号：EP3436433A1

  公开（公告）日：2019-02-06
• DERIVATIVES OF PYRROLE-2,5-DIONES HAVING A FUNGICIDAL ACTIVITY, THEIR AGRONOMICAL COMPOSITIONS AND USE THEREOF
  申请人：ISAGRO S.p.A.

  公开号：US20190106388A1

  公开（公告）日：2019-04-11

  Derivatives of pyrrole-2,5-diones having formula (I): (I) are described, together with agronomic compositions containing said derivatives having formula (I) and the use thereof for the control of phytopathogenic fungi in agricultural crops.
• Total synthesis of (±)-camphorataimides and (±)-himanimides by NaBH4/Ni(OAc)2 or Zn/AcOH stereoselective reduction
  作者：Chia-Fu Cheng、Zhen-Chang Lai、Yean-Jang Lee

  DOI：10.1016/j.tet.2008.02.077

  日期：2008.5

  Maleic anhydride 1 of Antrodia camphorate, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only five steps, in 40% overall yield from commercially available succinic anhydride. The crucial antrodimides 3 and 2 can be readily transformed by the chemoselective reduction with Zn/AcOH and NaBH(4)/Ni(OAc)(2).4H(2)O to afford the naturally occurring camphorataimides, 4 and 5, in high yields as well, respectively. This synthetic strategy can also be modified to give access to a variety of different maleic acid derivatives, himanimides 6-8. (c) 2008 Elsevier Ltd. All rights reserved.