1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)pyrrolidine-2,5-dione | 191015-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)pyrrolidine-2,5-dione
• 英文别名: 1-[2-(benzo[1,3]dioxol-5-yl)ethyl]pyrrolidine-2,5-dione；2,5-Pyrrolidinedione, 1-[2-(1,3-benzodioxol-5-yl)ethyl]-；1-[2-(1,3-benzodioxol-5-yl)ethyl]pyrrolidine-2,5-dione
• CAS: 191015-17-5
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: FLEZJYTZOODXBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)pyrrolidine-2,5-dione 在 劳森试剂 、 硫酸 、 氢溴酸 、 sodium iodide 作用下， 以 二氯甲烷 、 溶剂黄146 、 丙酮 、 甲苯 为溶剂， 20.0~45.0 ℃ 、1399.99 MPa 条件下， 反应 118.0h， 生成
  参考文献：
  名称：

  简单有效地获得与头孢他辛ABC核心有关的功能化吡咯并ze庚因

  摘要：

  四环腈19a和酯19b表现出头孢他辛1a的ABC核心，分别通过KH诱导的硫酰亚胺14a和14b环化制备。这种新的闭环方法被证明是特别有效的：因此，仅通过7个步骤就可以从市售的廉价黄樟脑2中获得腈19a，总收率为17％。

  DOI：

  10.1016/s0040-4039(97)00709-0
• 作为产物：
  描述：

  黄樟素 在 sodium tetrahydroborate 、 溴 、 sodium hydride 、 臭氧 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.5h， 生成 1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  简单有效地获得与头孢他辛ABC核心有关的功能化吡咯并ze庚因

  摘要：

  四环腈19a和酯19b表现出头孢他辛1a的ABC核心，分别通过KH诱导的硫酰亚胺14a和14b环化制备。这种新的闭环方法被证明是特别有效的：因此，仅通过7个步骤就可以从市售的廉价黄樟脑2中获得腈19a，总收率为17％。

  DOI：

  10.1016/s0040-4039(97)00709-0

文献信息

• An unexpected pentacarbonyl chromium complexation of a cyano group of the ABC core of cephalotaxine
  作者：Laith Quteishat、Armen Panossian、Franck Le Bideau、Rana Alsalim、Pascal Retailleau、Claire Troufflard、Eric Rose、Françoise Dumas

  DOI：10.1016/j.jorganchem.2014.10.040

  日期：2015.1

  A new penta-carbonyl chromium(0) complex of the type [Cr(CO)(5)(L)] (L = tetracyclic pyrrolobenzazepine unit 3) was surprisingly obtained by reacting [Cr(CO)(3)(naphthalene)] or [Cr(CO)(3)(tmtach)] with the tetracyclic pyrrolobenzazepine unit 3 in octane-ether/THF-solvent mixtures or acetone under ambient temperature or reflux. The new complex 13 has been characterized by spectral analysis including IR, H-1 and C-13 NMR data. For comparison purposes, the safrole-tricarbonyl chromium(0) complex 12 was prepared and characterized. X-ray diffraction analyses of both complexes were determined. Based on the above data, an octahedral structure has been assigned to the new complex 13. (C) 2014 Elsevier B.V. All rights reserved.
• Design and Optimization of Tricyclic Phtalimide Analogues as Novel Inhibitors of HIV-1 Integrase
  作者：Wim G. Verschueren、Inge Dierynck、Katie I. E. Amssoms、Lili Hu、Paul M. J. G. Boonants、Geert M. E. Pille、Frits F. D. Daeyaert、Kurt Hertogs、Dominique L. N. G. Surleraux、Piet B. T. P. Wigerinck

  DOI：10.1021/jm049559q

  日期：2005.3.1

  Human immunodeficiency virus type-1 integrase is an essential enzyme for effective viral replication and hence a valid target for the design of inhibitors. We report here on the design and synthesis of a novel series of phthalimide analogues as integrase inhibitors. The short synthetic pathway enabled us to synthesize a series of analogues with a defined structure diversity. The presence of a single carbonyl-hydroxy-aromatic nitrogen motif was shown to be essential for the enzymatic activity and this was confirmed by molecular docking studies. The enzymatically most active compound from this series is 743,4-dichlorobenzyl)-5,9dihydroxypyrrolo[3,4-g]quinoxaline-6,8-dione (151) with an IC50 value of 112 nM on the HIV-1 integrase enzyme, while ((7-(4-chlorobenzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoxaline-6,8-dione (15k)) showed an EC50 of 270 nM against HIV-1 in a cell-based assay.
• A simple, efficient access to functionalized pyrrolobenzazepines related to the ABC core of cephalotaxine
  作者：Eduardo R. de Oliveira、Françoise Dumas、Jean d'Angelo

  DOI：10.1016/s0040-4039(97)00709-0

  日期：1997.5

  Tetracyclic nitrile 19a and ester 19b, exhibiting the ABC core of cephalotaxine 1a, were prepared through KH-induced cyclization of thioimides 14a and 14b, respectively. This new ring-closure methodology proved to be particularly efficient: thus nitrile 19a was obtained in only 7 steps with a 17 % overall yield from commercially available, inexpensive safrole 2.

  四环腈19a和酯19b表现出头孢他辛1a的ABC核心，分别通过KH诱导的硫酰亚胺14a和14b环化制备。这种新的闭环方法被证明是特别有效的：因此，仅通过7个步骤就可以从市售的廉价黄樟脑2中获得腈19a，总收率为17％。