methyl (S)-1-[1-(methoxycarbonyl)-2-methylpropyl]-(R+S)-aziridine-2-carboxylate | 872361-04-1

• 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: methyl (S)-1-[1-(methoxycarbonyl)-2-methylpropyl]-(R+S)-aziridine-2-carboxylate
• 英文别名: methyl 1-[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]aziridine-2-carboxylate
• CAS: 872361-04-1
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: BCTWIURBSTWDKB-KAIZJQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3-二溴丙酸甲酯 、 L-缬氨酸甲酯盐酸盐 在 三乙胺 作用下， 以 乙醇 为溶剂， 以78%的产率得到methyl (S)-1-[1-(methoxycarbonyl)-2-methylpropyl]-(R+S)-aziridine-2-carboxylate
  参考文献：
  名称：

  氮原子上带有不对称取代基的氮丙啶-2-羧酸衍生物的合成与结构

  摘要：

  DOI：

  10.1007/bf00506364

文献信息

• Screening of electrophilic compounds yields an aziridinyl peptide as new active-site directed SARS-CoV main protease inhibitor
  作者：Erika Martina、Nikolaus Stiefl、Björn Degel、Franziska Schulz、Alexander Breuning、Markus Schiller、Radim Vicik、Knut Baumann、John Ziebuhr、Tanja Schirmeister

  DOI：10.1016/j.bmcl.2005.09.012

  日期：2005.12

  The coronavirus main protease, M-pro, is considered a major target for drugs suitable to combat coronavirus infections including the severe acute respiratory syndrome (SARS). In this study, comprehensive HPLC- and FRET-substrate-based screenings of various electrophilic compounds were performed to identify potential M-pro inhibitors. The data revealec that the coronaviral main protease is inhibited by aziridine- and oxirane-2-carboxylates. Among the trans-configured aziridine-2.3-dicarboxylates the Gly-Gly-containing peptide 2c was found to be the most potent inhibitor. (c) 2005 Elsevier Ltd. All rights reserved.