2-(2-oxo-phenylethyl)-5-methyl-(pyrrol-1-yl)acetic acid ethyl ester | 217442-70-1

• 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: 2-(2-oxo-phenylethyl)-5-methyl-(pyrrol-1-yl)acetic acid ethyl ester
• 英文别名: Ethyl 2-(2-methyl-5-phenacylpyrrol-1-yl)acetate
• CAS: 217442-70-1
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: KIKRKNAWMBPAPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-oxo-phenylethyl)-5-methyl-(pyrrol-1-yl)acetic acid ethyl ester 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以45%的产率得到(2-ethoxy-5-methyl-3H-pyrrolizin-1-ly)-phenylmethanone
  参考文献：
  名称：

  Pyrrolizine and Indolizine Derivatives from 1,6-Dioxo-2,4-diene by Inter- and Intramolecular Ring Closure

  摘要：

  A variety of 1-amino-alkyl esters and nitriles react with 1,6-dioxo-2,4-diene to give pyrrole derivatives in good yield. Mild basic conditions facilitate the further intramoleular Dieckmann or Thorpe like condensation giving pyrrolizine and indolizine derivatives. These reactions provide simple, two step sequence to pyrrolizine and indolizine derivatives with control of product dictated by the base used for the condensation reaction.

  DOI：

  10.3987/com-02-9494
• 作为产物：
  描述：

  甘氨酸乙酯盐酸盐 、 1-phenyl-1,6-dioxo-hepta-2,4-(E,E)-diene 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-(2-oxo-phenylethyl)-5-methyl-(pyrrol-1-yl)acetic acid ethyl ester
  参考文献：
  名称：

  Pyrrolizine and Indolizine Derivatives from 1,6-Dioxo-2,4-diene by Inter- and Intramolecular Ring Closure

  摘要：

  A variety of 1-amino-alkyl esters and nitriles react with 1,6-dioxo-2,4-diene to give pyrrole derivatives in good yield. Mild basic conditions facilitate the further intramoleular Dieckmann or Thorpe like condensation giving pyrrolizine and indolizine derivatives. These reactions provide simple, two step sequence to pyrrolizine and indolizine derivatives with control of product dictated by the base used for the condensation reaction.

  DOI：

  10.3987/com-02-9494

文献信息

• Efficient Synthesis of Pyrroles from Chemoselective Addition of Primary Amines to 1,6-Dioxo-2,4-dienes
  作者：Chi Wi Ong、Chong Meng Chen、Long Hu Wang、Jiing Jyh Jan、Po Chuen Shieh

  DOI：10.1021/jo981566x

  日期：1998.11.1
• Pyrrolizine and Indolizine Derivatives from 1,6-Dioxo-2,4-diene by Inter- and Intramolecular Ring Closure
  作者：Chi-Wi Ong、Ming Chih Lai、Jing Jyh Jan、Yu An Chang

  DOI：10.3987/com-02-9494

  日期：——

  A variety of 1-amino-alkyl esters and nitriles react with 1,6-dioxo-2,4-diene to give pyrrole derivatives in good yield. Mild basic conditions facilitate the further intramoleular Dieckmann or Thorpe like condensation giving pyrrolizine and indolizine derivatives. These reactions provide simple, two step sequence to pyrrolizine and indolizine derivatives with control of product dictated by the base used for the condensation reaction.