4-oxo-1-(1-phenylethyl)-3-phthalimido-azetidine-2-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 4-oxo-1-(1-phenylethyl)-3-phthalimido-azetidine-2-carboxylic acid methyl ester
• 化学式: C₂₁H₁₈N₂O₅
• 分子量: 378.384
• InChiKey: ZEYSIWRGWVBFEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  83.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  邻苯二甲酰甘氨酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 4-oxo-1-(1-phenylethyl)-3-phthalimido-azetidine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Stereoselective synthesis of racemic α-amino-acid derivatives with a β-lactam skeleton: Application of the Staudinger reaction to chiral imines of methyl glyoxylate

  摘要：

  Selected imines of methyl glyoxylate act as good partners in the Staudinger cycloaddition reaction with a series of substituted ketenes. The cis stereoselectivity is almost complete with electron-donor substituted ketenes, but the asymmetric induction is low when imines derived From chiral 1-aryl-ethylamines are used. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00683-8

文献信息

• Stereoselective synthesis of racemic α-amino-acid derivatives with a β-lactam skeleton: Application of the Staudinger reaction to chiral imines of methyl glyoxylate
  作者：Michel Barreau、Alain Commerçon、Serge Mignani、Dominique Mouysset、Patricia Perfetti、Lucien Stella

  DOI：10.1016/s0040-4020(98)00683-8

  日期：1998.9

  Selected imines of methyl glyoxylate act as good partners in the Staudinger cycloaddition reaction with a series of substituted ketenes. The cis stereoselectivity is almost complete with electron-donor substituted ketenes, but the asymmetric induction is low when imines derived From chiral 1-aryl-ethylamines are used. (C) 1998 Elsevier Science Ltd. All rights reserved.