tert-butyl (2R,5S)-2-ethenyl-3-methyl-4-oxo-5-phenylimidazolidine-1-carboxylate | 1175542-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: tert-butyl (2R,5S)-2-ethenyl-3-methyl-4-oxo-5-phenylimidazolidine-1-carboxylate
• CAS: 1175542-36-5
• 化学式: C₁₇H₂₂N₂O₃
• 分子量: 302.373
• InChiKey: ILTGLBSXJHBNSE-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-2-(t-butoxycarbonylamino)-N-methyl-2-phenyl-N-(1,2-propadienyl)acetamide 在 gold(III) chloride 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以40%的产率得到tert-butyl (2R,5S)-2-ethenyl-3-methyl-4-oxo-5-phenylimidazolidine-1-carboxylate
  参考文献：
  名称：

  Gold-catalyzed intramolecular hydroamination of α-amino allenamides as a route to enantiopure 2-vinylimidazolidinones

  摘要：

  An efficient gold-catalyzed procedure for the preparation of 2-vinylimidazolidinones has been developed. The starting materials for the synthesis of these compounds are alpha-amino allenamides which undergo heterocyclization by means of nucleophilic attack of the amino group on the inside double bond of the 1,2-diene moiety. This is the first example of a gold-catalyzed cyclization on allene substrates bearing an amido group which, however, resulted inactive. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.011

文献信息

• Gold-catalyzed intramolecular hydroamination of α-amino allenamides as a route to enantiopure 2-vinylimidazolidinones
  作者：Angelo M. Manzo、Alcide D. Perboni、Gianluigi Broggini、Micol Rigamonti

  DOI：10.1016/j.tetlet.2009.06.011

  日期：2009.8

  An efficient gold-catalyzed procedure for the preparation of 2-vinylimidazolidinones has been developed. The starting materials for the synthesis of these compounds are alpha-amino allenamides which undergo heterocyclization by means of nucleophilic attack of the amino group on the inside double bond of the 1,2-diene moiety. This is the first example of a gold-catalyzed cyclization on allene substrates bearing an amido group which, however, resulted inactive. (C) 2009 Elsevier Ltd. All rights reserved.