4,4,6,6-tetramethyl-1,3-dioxo-3,4,5,6-tetrahydro-1H-furo[3,4-c]pyrrol-5-oxyl | 1422058-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡咯
• 英文名称: 4,4,6,6-tetramethyl-1,3-dioxo-3,4,5,6-tetrahydro-1H-furo[3,4-c]pyrrol-5-oxyl
• CAS: 1422058-71-6
• 化学式: C₁₀H₁₂NO₄
• 分子量: 210.21
• InChiKey: ZDWKITGRZBQXAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4,6,6-tetramethyl-1,3-dioxo-3,4,5,6-tetrahydro-1H-furo[3,4-c]pyrrol-5-oxyl 、 甘氨酸甲酯盐酸盐 在 三乙胺 、 sodium acetate 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 以46%的产率得到5-[(methoxycarbonyl)methyl]-1,1,3,3-tetramethyl-4,6-dioxo-1,2,3,4,5,6-hexahydropyrrolo[3,4-c]pyrrol-2-oxyl
  参考文献：
  名称：

  Synthesis of Nitroxide-Annulated Carbocycles and Heterocycles

  摘要：

  New, pyrroline nitroxide annulated lactones, polycycles, and maleimide were synthesized by classical and microwave-assisted methodology. We report the application of the metathesis reaction in the presence of nitroxide yielding a pyrroline nitroxide condensed 1,4-benzoquinone as a paramagnetic dienophile. The formation of the isoselenazolone-fused pyrroline ring system was examined and different reactivity was observed with pyrrolin-1-oxyl and pyrroline derivatives.

  DOI：

  10.1055/s-0032-1317516
• 作为产物：
  描述：

  3,4-dicarboxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-oxyl 在 乙酸酐 作用下， 反应 3.0h， 以61%的产率得到4,4,6,6-tetramethyl-1,3-dioxo-3,4,5,6-tetrahydro-1H-furo[3,4-c]pyrrol-5-oxyl
  参考文献：
  名称：

  Synthesis of Nitroxide-Annulated Carbocycles and Heterocycles

  摘要：

  New, pyrroline nitroxide annulated lactones, polycycles, and maleimide were synthesized by classical and microwave-assisted methodology. We report the application of the metathesis reaction in the presence of nitroxide yielding a pyrroline nitroxide condensed 1,4-benzoquinone as a paramagnetic dienophile. The formation of the isoselenazolone-fused pyrroline ring system was examined and different reactivity was observed with pyrrolin-1-oxyl and pyrroline derivatives.

  DOI：

  10.1055/s-0032-1317516

文献信息

• Synthesis of Nitroxide-Annulated Carbocycles and Heterocycles
  作者：Kálmán Hideg、Tamás Kálai、Balázs Bognár、Dániel Zsolnai、Zoltán Berente

  DOI：10.1055/s-0032-1317516

  日期：——

  New, pyrroline nitroxide annulated lactones, polycycles, and maleimide were synthesized by classical and microwave-assisted methodology. We report the application of the metathesis reaction in the presence of nitroxide yielding a pyrroline nitroxide condensed 1,4-benzoquinone as a paramagnetic dienophile. The formation of the isoselenazolone-fused pyrroline ring system was examined and different reactivity was observed with pyrrolin-1-oxyl and pyrroline derivatives.