4-isopropoxalyl-1,5-diphenyl-2,3-dihydro-2,3-pyrroledione | 161195-99-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-isopropoxalyl-1,5-diphenyl-2,3-dihydro-2,3-pyrroledione
• 英文别名: propan-2-yl 2-(4,5-dioxo-1,2-diphenylpyrrol-3-yl)-2-oxoacetate
• CAS: 161195-99-9
• 化学式: C₂₁H₁₇NO₅
• 分子量: 363.37
• InChiKey: KFPMSPHGRFRCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  80.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5,5-二甲基-3-(4-甲基苯胺基)环己-2-烯-1-酮 、 4-isopropoxalyl-1,5-diphenyl-2,3-dihydro-2,3-pyrroledione 以 氯仿 为溶剂， 反应 8.0h， 以74%的产率得到6',6'-dimethyl-1'-(4-methylphenyl)-3-[(Z)-phenyl(phenylamino)methylidene]-6',7'-dihydro-3H-spiro[furan-2,3'-indole]-2',4,4',5(1'H,5'H)-tetraone
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: LXIII. Cascade recyclization of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with cyclic enamines. Crystalline and molecular structure of 1′-benzyl-6′,6′-dimethyl-3-[(Z)-phenyl(phenylamino)methylidene]-6′,7′-dihydro-3H-spiro[furan-2,3′-indole]-2′,4,4′,5(1′H,5′H)-tetraone

  摘要：

  Isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates reacted with N-substituted 3-amino-5,5-dimethylcyclohex-2-en-1-ones to give the corresponding 1'-substituted (Z)-6',6'-dimethyl-3-[phenyl(arylamino)methylidene]-6',7'-dihydro-3H-spiro[furan-2,3'-indole]-2',4,4',5(1'H,5'H)-tetraones. The structure of 1'-benzyl-6',6'-dimethyl-3-[(Z)-phenyl(phenylamino)methylidene]-6',7'-dihydro-3Hspiro[furan-2,3'-indole]-2',4,4',5(1'H,5'H)-tetraone was proved by X-ray analysis.

  DOI：

  10.1134/s1070428009010163
• 作为产物：
  描述：

  草酰氯 、 4-Anilino-4-phenyl-buten-(3)-on-(2)-saeure-(1)-isopropylester 以 氯仿 为溶剂， 反应 1.5h， 以89%的产率得到4-isopropoxalyl-1,5-diphenyl-2,3-dihydro-2,3-pyrroledione
  参考文献：
  名称：

  Maslivets, A. N.; Smirnova, L. I.; Ivanenko, O. I., Russian Journal of Organic Chemistry, 1995, vol. 31, # 4, p. 563 - 568

  摘要：

  DOI：

文献信息

• Five-membered 2,3-dioxo heterocycles: LXXII. Recyclization of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates by the action of aliphatic amines
  作者：M. V. Dmitriev、P. S. Silaichev、A. N. Maslivets

  DOI：10.1134/s1070428011010106

  日期：2011.1

  Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with alkylamines involve pyrroledione-pyrroledione recyclization with formation of isopropyl 1-aryl-2-hydroxy- 4,5-dioxo-3-[phenyl(alkylamino) methylidene] pyrrolidine-2-carboxylates.
• Five-membered 2,3-dioxoheterocycles: LXVII. Pyrroledione-pyrroledion recyclization of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates under the action of arylamines. Crystal and molecular structure of (z)-isopropyl 2-hydroxy-4,5-dioxo-1-phenyl-3-[phenyl(phenylamino)-methylene]pyrrolidine-2-carboxylate
  作者：P. S. Silaichev、M. V. Dmitriev、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428010020193

  日期：2010.2

  Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with aromatic amines involve a pyrroledione-pyrroledione recyclization to form isopropyl 1-aryl-2-hydroxy-4,5-dioxo-3-[phenyl(arylamino)methylene]pyrrolidine-2-carboxylates. The crystal and molecular structure of (Z)-isopropyl 2-hydroxy-4,5-dioxo-1-phenyl-3-[phenyl(phenylamino)methylene]pyrrolidine-2-carboxylate was proved by XRD analysis.
• Recyclization of isopropyl (1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)oxoacetates by the action of o-aminophenol
  作者：P. S. Silaichev、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428009090188

  日期：2009.9
• Regioselective [4 + 2]-cycloaddition of styrene to 4-isopropoxalyl-1H-pyrrole-2,3-diones
  作者：M. V. Dmitriev、P. S. Silaichev、A. N. Maslivets

  DOI：10.1134/s1070428009120252

  日期：2009.12
• Recyclization of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates by the action of thiourea
  作者：M. V. Dmitriev、P. S. Silaichev、P. A. Slepukhin、A. N. Maslivets

  DOI：10.1134/s1070428011040312

  日期：2011.4