(S)-3-methyl-2-((R)-2-((4-nitrophenyl)sulfonyl)-4-oxo-7-(trifluoromethyl)-1,3,4,10a-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazin-10(2H)-yl)butanamide | 1607844-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-3-methyl-2-((R)-2-((4-nitrophenyl)sulfonyl)-4-oxo-7-(trifluoromethyl)-1,3,4,10a-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazin-10(2H)-yl)butanamide
• CAS: 1607844-12-1
• 化学式: C₂₂H₂₂F₃N₅O₆S
• 分子量: 541.508
• InChiKey: STHQHVFVHRPOPN-ICSRJNTNSA-N

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以26%的产率得到
  参考文献：
  名称：

  Privileged Structures as Peptide Backbone Constraints: Polymer-Supported Stereoselective Synthesis of Benzimidazolinopiperazinone Peptides

  摘要：

  A molecular scaffold comprising a privileged structure was designed and synthesized to serve as a peptide backbone conformational constraint. The synthesis of highly functionalized 2,3,10,10a-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazin-4(1H)-ones on a solid-phase support was performed via a tandem N-acyl-N-aryliminium ion cyclization-nucleophilic addition reaction. The synthesis proceeded with full stereocontrol of the newly formed stereogenic center. Conventional and microwave-assisted syntheses were compared with respect to efficiency and the optical integrity of the target compounds. Significant epimerization was observed during acylation with (S)- and (R)-2-bromopropionic acids under microwave conditions.

  DOI：

  10.1021/co500023k