ethyl (Z)-2-(2-oxo-1,3-oxazolidin-3-yl)-3-phenylprop-2-enoate | 706786-88-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (Z)-2-(2-oxo-1,3-oxazolidin-3-yl)-3-phenylprop-2-enoate
• CAS: 706786-88-1
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: HIFRNLGVCKKUDZ-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-唑烷酮 、 (E)-ethyl 3-nitro-3-phenylacrylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以60%的产率得到ethyl (Z)-2-(2-oxo-1,3-oxazolidin-3-yl)-3-phenylprop-2-enoate
  参考文献：
  名称：

  Nucleophilic addition to nitroacrylates: application towards the synthesis of 2,3-dehydroamino acids and 2,3-diamino acids

  摘要：

  The addition of the N-pronucleophiles to 2- or 3-nitro-2-alkenoates in the presence of base provided Michael addition products. In the case of 3-nitro compounds, reaction occurred via the formation of a-adducts and the subsequent elimination of nitrous acid to produce olefins with high Z stereoselectivity. 3-Phthalimido-2-nitrocinnamate adduct 8a was converted into 2,3-diamino ester 11a. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.029

文献信息

• Nucleophilic addition to nitroacrylates: application towards the synthesis of 2,3-dehydroamino acids and 2,3-diamino acids
  作者：Elzbieta Lewandowska、Kinga Wichlacz、Adam J. Sobczak

  DOI：10.1016/j.tet.2009.11.029

  日期：2010.1

  The addition of the N-pronucleophiles to 2- or 3-nitro-2-alkenoates in the presence of base provided Michael addition products. In the case of 3-nitro compounds, reaction occurred via the formation of a-adducts and the subsequent elimination of nitrous acid to produce olefins with high Z stereoselectivity. 3-Phthalimido-2-nitrocinnamate adduct 8a was converted into 2,3-diamino ester 11a. (C) 2009 Elsevier Ltd. All rights reserved.