1-(2,2-dimethoxyethyl)-N-[2-(2-methoxyphenyl)ethyl]-2-methyl-5-oxopyrrolidine-2-carboxamide | 1262308-79-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(2,2-dimethoxyethyl)-N-[2-(2-methoxyphenyl)ethyl]-2-methyl-5-oxopyrrolidine-2-carboxamide
• CAS: 1262308-79-1
• 化学式: C₁₉H₂₈N₂O₅
• 分子量: 364.442
• InChiKey: IIUSHNRQVHRZNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2,2-dimethoxyethyl)-N-[2-(2-methoxyphenyl)ethyl]-2-methyl-5-oxopyrrolidine-2-carboxamide 在 甲酸 作用下， 反应 4.0h， 以60%的产率得到2-[2-(2-Methoxyphenyl)ethyl]-8a-methyl-7,8-dihydropyrrolo[1,2-a]pyrazine-1,6-dione
  参考文献：
  名称：

  Polycyclic Compounds by Ugi−Pictet−Spengler Sequence

  摘要：

  A general approach to architecturally stimulating polycyclic structures is described by a concise, two-step procedure including a Ugi MCR (multicomponent reaction) and a subsequent Pictet-Spengler reaction starting from phenylethylamine-derived isocyanides. Ten compounds are described in full experimental detail, and yields range from medium to very good. Some of the reactions run with a high degree of stereoselectivity. The compound structures resemble steroid hormones and alkaloid classes of natural products. Exemplary products have been fully reduced to their tertiary amines. As such they could potentially become interesting biological probes.

  DOI：

  10.1021/jo102058s
• 作为产物：
  描述：

  2-甲氧基苯基乙基异腈 、 乙酰丙酸 、 氨基乙醛缩二甲醇 以 甲醇 为溶剂， 反应 24.0h， 以60%的产率得到1-(2,2-dimethoxyethyl)-N-[2-(2-methoxyphenyl)ethyl]-2-methyl-5-oxopyrrolidine-2-carboxamide
  参考文献：
  名称：

  Polycyclic Compounds by Ugi−Pictet−Spengler Sequence

  摘要：

  A general approach to architecturally stimulating polycyclic structures is described by a concise, two-step procedure including a Ugi MCR (multicomponent reaction) and a subsequent Pictet-Spengler reaction starting from phenylethylamine-derived isocyanides. Ten compounds are described in full experimental detail, and yields range from medium to very good. Some of the reactions run with a high degree of stereoselectivity. The compound structures resemble steroid hormones and alkaloid classes of natural products. Exemplary products have been fully reduced to their tertiary amines. As such they could potentially become interesting biological probes.

  DOI：

  10.1021/jo102058s

文献信息

• Polycyclic Compounds by Ugi−Pictet−Spengler Sequence
  作者：Wei Wang、Sarah Ollio、Eberhardt Herdtweck、Alexander Dömling

  DOI：10.1021/jo102058s

  日期：2011.1.21

  A general approach to architecturally stimulating polycyclic structures is described by a concise, two-step procedure including a Ugi MCR (multicomponent reaction) and a subsequent Pictet-Spengler reaction starting from phenylethylamine-derived isocyanides. Ten compounds are described in full experimental detail, and yields range from medium to very good. Some of the reactions run with a high degree of stereoselectivity. The compound structures resemble steroid hormones and alkaloid classes of natural products. Exemplary products have been fully reduced to their tertiary amines. As such they could potentially become interesting biological probes.