diethyl 1-(4-(methoxycarbonyl)-2-(2-propylpent-1-enyl)phenyl)-5-oxopyrrolidine-2,2-dicarboxylate | 1391713-19-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 1-(4-(methoxycarbonyl)-2-(2-propylpent-1-enyl)phenyl)-5-oxopyrrolidine-2,2-dicarboxylate
• CAS: 1391713-19-1
• 化学式: C₂₆H₃₅NO₇
• 分子量: 473.566
• InChiKey: CMANPBVCCANNQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  99.21
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  diethyl 1-(4-(methoxycarbonyl)-2-(2-propylpent-1-enyl)phenyl)-5-oxopyrrolidine-2,2-dicarboxylate 在 sodium tetrahydroborate 、 5%-palladium/activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成 4-(2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl)-3-(2-propylpentyl)benzoic acid methyl ester
  参考文献：
  名称：

  Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: The hydrophobic side chain influences type A subtype selectivity

  摘要：

  Neuraminidase (NA) plays a critical role in the life cycle of influenza virus and is a target for new therapeutic agents. A series of influenza neuraminidase inhibitors with the pyrrolidinobenzoic acid scaffold containing lipophilic side chains at the C3 position have been synthesized and evaluated for influenza neuraminidase inhibitory activity. The size and geometry of the C3 side chains have been modified in order to investigate structure-activity relationships. The results indicated that size and geometry of the C3-side chain are important for selectivity of inhibition against N1 versus N2 NA, important type A influenza variants that infect man, including the highly lethal avian influenza. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.001
• 作为产物：
  描述：

  4-(Bromomethylidene)heptane 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 barium hydroxide octahydrate 、 sodium hydride 、 对甲苯磺酸 、 溶剂黄146 、 三乙胺 、 三氯化磷 作用下， 以 1,4-二氧六环 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 54.0h， 生成 diethyl 1-(4-(methoxycarbonyl)-2-(2-propylpent-1-enyl)phenyl)-5-oxopyrrolidine-2,2-dicarboxylate
  参考文献：
  名称：

  Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: The hydrophobic side chain influences type A subtype selectivity

  摘要：

  Neuraminidase (NA) plays a critical role in the life cycle of influenza virus and is a target for new therapeutic agents. A series of influenza neuraminidase inhibitors with the pyrrolidinobenzoic acid scaffold containing lipophilic side chains at the C3 position have been synthesized and evaluated for influenza neuraminidase inhibitory activity. The size and geometry of the C3 side chains have been modified in order to investigate structure-activity relationships. The results indicated that size and geometry of the C3-side chain are important for selectivity of inhibition against N1 versus N2 NA, important type A influenza variants that infect man, including the highly lethal avian influenza. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.001