(4S,5S)-4-Hydroxy-6-methyl-2-methylene-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoic acid methyl ester | 828295-26-7

• 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: (4S,5S)-4-Hydroxy-6-methyl-2-methylene-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoic acid methyl ester
• CAS: 828295-26-7
• 化学式: C₁₅H₂₂N₂O₅
• 分子量: 310.35
• InChiKey: MAKYHOPRWJHGFQ-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101.66
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (S)-N-(1-Hydroxy-3-methylbutan-2-yl)-5-methylisoxazole-3-carboxamide 在 indium 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (4S,5S)-4-Hydroxy-6-methyl-2-methylene-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoic acid methyl ester
  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