(+/-)-5-Benzyl-4-methoxy-2,5-dihydropyrrol-2-one | 130836-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-5-Benzyl-4-methoxy-2,5-dihydropyrrol-2-one
• 英文别名: 5-benzyl-4-O-methyl tetramate；2-Benzyl-3-methoxy-1,2-dihydropyrrol-5-one
• CAS: 130836-58-7
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: APKXSKFTHMIJOA-UHFFFAOYSA-N

物化性质

• 沸点：
  424.9±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-5-Benzyl-4-methoxy-2,5-dihydropyrrol-2-one 在 氢氧化钾 、 sodium hydroxide 、 正丁基锂 、 四丁基硫酸氢铵 作用下， 以 四氢呋喃 为溶剂， 生成 5-Benzyl-3-[1-hydroxy-but-(E)-ylidene]-1,5-dimethyl-pyrrolidine-2,4-dione
  参考文献：
  名称：

  Jones, Raymond C. F.; Patience, Jacqueline M., Journal of the Chemical Society. Perkin transactions I, 1990, # 8, p. 2350 - 2351

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基 3-苯基-DL-丙氨酸酯 、 (三苯基膦烯)乙烯酮 以 甲苯 为溶剂， 反应 12.0h， 以60%的产率得到(+/-)-5-Benzyl-4-methoxy-2,5-dihydropyrrol-2-one
  参考文献：
  名称：

  Domino syntheses of five-, six- and seven-membered O-, N- and S-heterocycles from α-, β- and γ-substituted carboxylic esters

  摘要：

  By a one-pot procedure, tetronic acids, tetronates, coumarins, benzoxepinones and their N- and S-analogues are readily accessible from keteneylidene(triphenyl)phosphorane 2 and carboxylic esters bearing OH, NHR or SH groups in an alpha-, beta- or gamma-position by an addition/Wittig olefination/(Claisen rearrangement) sequence. This cascade can be controlled by temperature variation. Extension of this procedure by a further addition step yielding annulated bisheterocycles such as the furoquinolone 28 is possible in some cases.

  DOI：

  10.1039/p19960002799

文献信息

• JONES, RAYMOND C. F.;PATIENCE, JACQUELINE M., J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 2350-2351
  作者：JONES, RAYMOND C. F.、PATIENCE, JACQUELINE M.

  DOI：——

  日期：——
• Jones, Raymond C. F.; Patience, Jacqueline M., Journal of the Chemical Society. Perkin transactions I, 1990, # 8, p. 2350 - 2351
  作者：Jones, Raymond C. F.、Patience, Jacqueline M.

  DOI：——

  日期：——
• Domino syntheses of five-, six- and seven-membered O-, N- and S-heterocycles from α-, β- and γ-substituted carboxylic esters
  作者：J. Löffler、R. Schobert

  DOI：10.1039/p19960002799

  日期：——

  By a one-pot procedure, tetronic acids, tetronates, coumarins, benzoxepinones and their N- and S-analogues are readily accessible from keteneylidene(triphenyl)phosphorane 2 and carboxylic esters bearing OH, NHR or SH groups in an alpha-, beta- or gamma-position by an addition/Wittig olefination/(Claisen rearrangement) sequence. This cascade can be controlled by temperature variation. Extension of this procedure by a further addition step yielding annulated bisheterocycles such as the furoquinolone 28 is possible in some cases.