5-Methyl-isoxazole-3-carboxylic acid ((S)-1-formyl-2-methyl-propyl)-amide | 828295-25-6

• 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)-1-formyl-2-methyl-propyl)-amide
• 英文别名: 5-methyl-N-[(2S)-3-methyl-1-oxobutan-2-yl]-1,2-oxazole-3-carboxamide
• CAS: 828295-25-6
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: BIKPHWQRXYBYNX-SECBINFHSA-N

物化性质

• 沸点：
  375.3±37.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Methyl-isoxazole-3-carboxylic acid ((S)-1-formyl-2-methyl-propyl)-amide 在 indium 、 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 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
• 作为产物：
  描述：

  (S)-methyl 3-methyl-2-(5-methylisoxazole-3-carboxamido)butanoate 在 sodium tetrahydroborate 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 5-Methyl-isoxazole-3-carboxylic acid ((S)-1-formyl-2-methyl-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

文献信息

• Synthetic studies towards anti-SARS agents: application of an indium-mediated allylation of α-aminoaldehydes as the key step towards an intermediate
  作者：Shu-Sin Chng、Truong-Giang Hoang、Wei-Woon Wayne Lee、Mun-Pun Tham、Hui Yvonne Ling、Teck-Peng Loh

  DOI：10.1016/j.tetlet.2004.10.146

  日期：2004.12

  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.