5-butyl-2-isopropyl-3-oxo-2,3-dihydropyrrole-1-carboxylic acid tert-butyl ester | 1422143-19-8

• 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: 5-butyl-2-isopropyl-3-oxo-2,3-dihydropyrrole-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-5-butyl-3-oxo-2-propan-2-yl-2H-pyrrole-1-carboxylate
• CAS: 1422143-19-8
• 化学式: C₁₆H₂₇NO₃
• 分子量: 281.395
• InChiKey: KPKCRVDHZTWXIK-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-(1-Isopropyl-2-oxo-oct-3-ynyl)-carbamic acid tert-butyl ester 在 potassium carbonate 、 platinum(II) chloride 作用下， 反应 0.5h， 以95%的产率得到5-butyl-2-isopropyl-3-oxo-2,3-dihydropyrrole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of Pyrrolin-4-ones by Pt-Catalyzed Cycloisomerization in PEG under Microwaves

  摘要：

  The unprecedented eco-friendly Pt-catalyzed 5-endo-dig cycloisomerization of readily available a-amino ynones is reported under microwave irradiation in PEG-3400 as reaction matrix. The corresponding pure pyrrolin-4-ones were obtained in excellent yields (80-98%) directly after a straightforward precipitation-filtration workup, thus avoiding any chromatographic purification. The catalytic system was recycled and the chiral purity of all the products was also investigated.

  DOI：

  10.1021/jo302474r

文献信息

• Synthesis of Pyrrolin-4-ones by Pt-Catalyzed Cycloisomerization in PEG under Microwaves
  作者：Rosella Spina、Evelina Colacino、Bartolo Gabriele、Giuseppe Salerno、Jean Martinez、Frédéric Lamaty

  DOI：10.1021/jo302474r

  日期：2013.3.15

  The unprecedented eco-friendly Pt-catalyzed 5-endo-dig cycloisomerization of readily available a-amino ynones is reported under microwave irradiation in PEG-3400 as reaction matrix. The corresponding pure pyrrolin-4-ones were obtained in excellent yields (80-98%) directly after a straightforward precipitation-filtration workup, thus avoiding any chromatographic purification. The catalytic system was recycled and the chiral purity of all the products was also investigated.