2-[2-(3-cyclopentyloxy-4-methoxyphenyl)-3-nitropropyl]-4,4-dimethyl-5H-1,3-oxazole | 931398-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-(3-cyclopentyloxy-4-methoxyphenyl)-3-nitropropyl]-4,4-dimethyl-5H-1,3-oxazole
• CAS: 931398-67-3
• 化学式: C₂₀H₂₈N₂O₅
• 分子量: 376.453
• InChiKey: VXVCLAYDRQZLTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  510.2±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-(3-cyclopentyloxy-4-methoxyphenyl)-3-nitropropyl]-4,4-dimethyl-5H-1,3-oxazole 在 sodium tetrahydroborate 、 硫酸 、 nickel dichloride 作用下， 以 乙醇 为溶剂， 生成 咯利普兰
  参考文献：
  名称：

  Conjugated addition of bis(oxazolinyl)zinc to substituted 2-nitrovinyl benzenes: an alternative synthesis of (±)-Rolipram

  摘要：

  In this letter we present a new 2,4,4-trimethyl-2-oxazoline anion-zinc derivative that has a remarkable thermal stability when compared with the corresponding cyanocuprate counterpart. The yields from conjugated addition to several 2-nitrovinyl benzenes are moderate to good and the reaction itself is easier to execute and cleaner. As an application, this methodology was applied to an alternative synthesis of (+/-)-Rolipram, a drug with several interesting biological activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.007
• 作为产物：
  描述：

  3-环戊氧-4-甲氧基苯甲醛 在 正丁基锂 、 ammonium acetate 作用下， 以 四氢呋喃 为溶剂， 反应 1.25h， 生成 2-[2-(3-cyclopentyloxy-4-methoxyphenyl)-3-nitropropyl]-4,4-dimethyl-5H-1,3-oxazole
  参考文献：
  名称：

  Conjugated addition of bis(oxazolinyl)zinc to substituted 2-nitrovinyl benzenes: an alternative synthesis of (±)-Rolipram

  摘要：

  In this letter we present a new 2,4,4-trimethyl-2-oxazoline anion-zinc derivative that has a remarkable thermal stability when compared with the corresponding cyanocuprate counterpart. The yields from conjugated addition to several 2-nitrovinyl benzenes are moderate to good and the reaction itself is easier to execute and cleaner. As an application, this methodology was applied to an alternative synthesis of (+/-)-Rolipram, a drug with several interesting biological activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.007