5-Methyl-isoxazole-3-carboxylic acid [(S)-2-methyl-1-((S)-4-methylene-5-oxo-tetrahydro-furan-2-yl)-propyl]-amide | 828295-27-8

• 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: 5-Methyl-isoxazole-3-carboxylic acid [(S)-2-methyl-1-((S)-4-methylene-5-oxo-tetrahydro-furan-2-yl)-propyl]-amide
• CAS: 828295-27-8
• 化学式: C₁₄H₁₈N₂O₄
• 分子量: 278.308
• InChiKey: JYCROKBBPARFHW-RYUDHWBXSA-N

物化性质

• 沸点：
  512.1±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.43
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-氟苯基溴化镁 、 5-Methyl-isoxazole-3-carboxylic acid [(S)-2-methyl-1-((S)-4-methylene-5-oxo-tetrahydro-furan-2-yl)-propyl]-amide 在 CuCN 作用下， 以 乙醚 为溶剂， 生成 、
  参考文献：
  名称：

  Synthetic studies towards anti-SARS agents: application of an indium-mediated allylation of α-aminoaldehydes as the key step towards an intermediate

  摘要：

  AG7088 was identified as a good starting point for modification, leading to an efficient and bio-available inhibitor for the SARS coronavirus main proteinase (SARS-CoV M-pro). Synthesis of intermediate I and analogues proceeded via a highly diastereoselective indium-mediated allylation of alpha-aminoaldehydes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.146
• 作为产物：
  描述：

  (4S,5S)-4-Hydroxy-6-methyl-2-methylene-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoic acid methyl ester 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到5-Methyl-isoxazole-3-carboxylic acid [(S)-2-methyl-1-((S)-4-methylene-5-oxo-tetrahydro-furan-2-yl)-propyl]-amide
  参考文献：
  名称：

  Synthetic studies towards anti-SARS agents: application of an indium-mediated allylation of α-aminoaldehydes as the key step towards an intermediate

  摘要：

  AG7088 was identified as a good starting point for modification, leading to an efficient and bio-available inhibitor for the SARS coronavirus main proteinase (SARS-CoV M-pro). Synthesis of intermediate I and analogues proceeded via a highly diastereoselective indium-mediated allylation of alpha-aminoaldehydes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.146