Ethyl 3,3-dimethyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate | 97498-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Ethyl 3,3-dimethyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate
• 英文别名: 3,3-dimethyl-2,5-dioxo-2,5-dihydro-3H-pyrrolo[2,1-a]isoindole-1-carboxylic acid ethyl ester；3,3-Dimethyl-2,5-dioxo-2,5-dihydro-3H-pyrrolo[2,1-a]isoindol-1-carbonsaeure-aethylester；3,3-Dimethyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<2,1-a>isoindol-1-carbonsaeureethylester；Ethyl 3,3-dimethyl-2,5-dioxopyrrolo[2,1-a]isoindole-1-carboxylate
• CAS: 97498-66-3
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: NVJOXZAGVYUPQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 3,3-dimethyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate 、 氢溴酸 生成 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Gabriel, Chemische Berichte, 1911, vol. 44, p. 64

  摘要：

  DOI：
• 作为产物：
  描述：

  (α-phthalimido-isobutyryl)-malonic acid diethyl ester 在 sodium 、 苯 作用下， 生成 Ethyl 3,3-dimethyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate
  参考文献：
  名称：

  Gabriel, Chemische Berichte, 1911, vol. 44, p. 64

  摘要：

  DOI：

文献信息

• Immendoerfer, Chemische Berichte, 1915, vol. 48, p. 612
  作者：Immendoerfer

  DOI：——

  日期：——
• Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 7. Cyclisation of amino acid derived α-phtnalimidoacyl ylides to give pyrroloisoindolediones
  作者：R. Alan Aitken、Harris R. Cooper、Amit P. Mehrotra

  DOI：10.1039/p19960000475

  日期：——

  A series of 11 amino acid-derived stabilised ylides 12-14 and 16 have been prepared and characterised. In one case, for compound 17, an X-ray structure determination supports formulation of the compounds as phosphonium enolates. Flash vacuum pyrolysis (FVP) of 12 and 13 at 500 degrees C results ih loss of R(3)(2)PO between the ylide function and one carbonyl of the phthalimido group to give products characterised spectroscopically as the pyrroloisoindolediones 18. The identity of these is also supported by the results of C-13 and N-15 labelling experiments, but owing to their high reactivity complete separation from the phosphine oxide was not generally possible even when Bu(3)PO rather than Ph(3)PO was involved. Chromatographic purification of 29, similarly produced by FVP of 14, led to partial hydrolysis, rearrangement and decarboxylation to give 30. FVP of 12 at 750 degrees C gave the 1-unsubstituted pyrroloisoindolediones 19 in two cases.
• Gabriel, Chemische Berichte, 1911, vol. 44, p. 64
  作者：Gabriel

  DOI：——

  日期：——
• Gabriel, Chemische Berichte, 1913, vol. 46, p. 1355
  作者：Gabriel

  DOI：——

  日期：——