methyl (2S)-2-[[(E)-2-cyano-5-methylhex-2-enoyl]amino]-3-phenylpropanoate | 914799-58-9

• 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 (2S)-2-[[(E)-2-cyano-5-methylhex-2-enoyl]amino]-3-phenylpropanoate
• CAS: 914799-58-9
• 化学式: C₁₈H₂₂N₂O₃
• 分子量: 314.384
• InChiKey: HHYPCFGMWJNWPG-KMPOOHAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[(E)-2-cyano-5-methylhex-2-enoyl]amino]-3-phenylpropanoate 、 tert-butyl nosyloxycarbamate 在 calcium oxide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以93%的产率得到tert-butyl (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine-1-carboxylate
  参考文献：
  名称：

  Solution-phase synthesis of 2-cyano and 2-amido aziridinyl peptides

  摘要：

  Starting from a library of 2-L-alpha-amino acyl (E)-acrylonitriles, different short 2-cyano and 2-amino aziridinyl peptides, potential protease inhibitors. were obtained under parallel solution-phase conditions. The transformations include careful selection of conditions for aziridine deprotection and cyano group partial hydrolysis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.098

文献信息

• Solution-phase synthesis of 2-cyano and 2-amido aziridinyl peptides
  作者：Stefania Fioravanti、Davide Massari、Alberto Morreale、Lucio Pellacani、Paolo A. Tardella

  DOI：10.1016/j.tet.2008.01.098

  日期：2008.3

  Starting from a library of 2-L-alpha-amino acyl (E)-acrylonitriles, different short 2-cyano and 2-amino aziridinyl peptides, potential protease inhibitors. were obtained under parallel solution-phase conditions. The transformations include careful selection of conditions for aziridine deprotection and cyano group partial hydrolysis. (c) 2008 Elsevier Ltd. All rights reserved.