(1S,2R,5S,6R)-3-hydroxymethyl-3-azatricyclo[4.2.1.0^2,5]nonan-4-one | 179462-34-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2R,5S,6R)-3-hydroxymethyl-3-azatricyclo[4.2.1.0^2,5]nonan-4-one
• 英文别名: (1S,2R,5S,6R)-3-(hydroxymethyl)-3-azatricyclo[4.2.1.02,5]nonan-4-one
• CAS: 179462-34-1
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: PUBHGQAIIHQGIE-VGRMVHKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2R,5S,6R)-3-hydroxymethyl-3-azatricyclo[4.2.1.0^2,5]nonan-4-one 在 盐酸 作用下， 生成 (±)-cis-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid hydrochloride
  参考文献：
  名称：

  Biocatalysis for the preparation of optically active β-lactam precursors of amino acids

  摘要：

  Enantioselective acylation of N-hydroxymethylated beta-lactams in the presence of Pseudomonas sp. lipase afforded optically active precursors for the preparation of (1R,2S)- and (1S,2R)-2-aminocyclopentane- and (1R,2S,3R,4S)- and (1S,2R,3S,4R)-3-aminobicyclo[2.2.1]heptanecarboxylic acids. Due to the high enantioselectivity (E = 90 and 62) and in order to minimize the enzymatic hydrolysis of the acylated products back to the starting alcohol, the reactions were performed in acetone. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00214-5
• 作为产物：
  描述：

  (1R,2S,5R,6S)-3-Hydroxymethyl-3-aza-tricyclo[4.2.1.0^2,5]nonan-4-one 生成 (1S,2R,5S,6R)-3-hydroxymethyl-3-azatricyclo[4.2.1.0^2,5]nonan-4-one
  参考文献：
  名称：

  Biocatalysis for the preparation of optically active β-lactam precursors of amino acids

  摘要：

  Enantioselective acylation of N-hydroxymethylated beta-lactams in the presence of Pseudomonas sp. lipase afforded optically active precursors for the preparation of (1R,2S)- and (1S,2R)-2-aminocyclopentane- and (1R,2S,3R,4S)- and (1S,2R,3S,4R)-3-aminobicyclo[2.2.1]heptanecarboxylic acids. Due to the high enantioselectivity (E = 90 and 62) and in order to minimize the enzymatic hydrolysis of the acylated products back to the starting alcohol, the reactions were performed in acetone. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00214-5