3-[(E)-but-2-enoyl]-4-phenyl-oxazolidin-2-one | 111292-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-[(E)-but-2-enoyl]-4-phenyl-oxazolidin-2-one
• 英文别名: 3-[(E)-but-2-enoyl]-4-phenyl-1,3-oxazolidin-2-one
• CAS: 111292-75-2
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: DCVIMWRFFDRWJM-QHHAFSJGSA-N

物化性质

• 沸点：
  342.6±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[(E)-but-2-enoyl]-4-phenyl-oxazolidin-2-one 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以83%的产率得到(E)-N-(1-phenylvinyl)but-2-enamide
  参考文献：
  名称：

  An efficient synthesis of styrenyl enamides from 4-aryl-2-oxazolidinones in the presence of strong base

  摘要：

  Efficient synthesis of styrenyl enamides can be achieved from the corresponding 4-aryl-2-oxazolidinones, 2-thioxooxazolidines, and 2-thioxothiazolidines in the presence of the strong base lithium diisopropylamine. The reaction proceeded efficiently to achieve the enamides in good to excellent yields (up to 92%). This reaction provides an easy, rapid, and good-yielding method for the synthesis of styrenyl enamides. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.08.026

文献信息

• IMIDAZOTRIAZINONE COMPOUNDS
  申请人：Ironwood Pharmaceuticals, Inc.

  公开号：EP3181566A1

  公开（公告）日：2017-06-21

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including CNS or neurodegeneration disorder.

  本发明提供的咪唑三嗪酮化合物是磷酸二酯酶9的抑制剂。本发明进一步提供了这些化合物在治疗哺乳动物中与 PDE9 相关的疾病或紊乱（包括中枢神经系统或神经变性紊乱）中的工艺、药物组合物、药物制剂和药物用途。
• Nitrile Ylides: Diastereoselective Cycloadditions using Chiral Oxzolidinones Without Lewis Acid
  作者：Mukund P. Sibi、Takahiro Soeta、Craig P. Jasperse

  DOI：10.1021/ol9018584

  日期：2009.12.3

  Lewis acid complexation is generally required for chiral-auxiliary-controlled stereoselectivity, and chiral Lewis acid catalysis is frequently optimal for introducing asymmetry. In this work, we show that nitrile ylide cycloadditions to electron-poor acceptors attached to chiral auxiliaries proceed in high yield and stereoselectivity In the absence of Lewis acids. In contrast, chiral Lewis acids are inferior in these cycloadditions.
• PYRANONE COMPOUNDS USEFUL TO TREAT RETROVIRAL INFECTIONS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0758327A1

  公开（公告）日：1997-02-19
• PREPARATION OF BETA-AMINO ACIDS HAVING AFFINITY FOR THE ALPHA-2-DELTA PROTEIN
  申请人：Warner-Lambert Company LLC

  公开号：EP1768952A2

  公开（公告）日：2007-04-04
• US5668164A
  申请人：——

  公开号：US5668164A

  公开（公告）日：1997-09-16