Methyl 1-oxo-2-azaspiro[4.5]deca-6,9-diene-3-carboxylate | 160350-14-1

• 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 1-oxo-2-azaspiro[4.5]deca-6,9-diene-3-carboxylate
• CAS: 160350-14-1
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: IKXUZXLOGPUVHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 1-oxo-2-azaspiro[4.5]deca-6,9-diene-3-carboxylate 在 sodium hydroxide 、 氯化亚砜 作用下， 以 甲醇 为溶剂， 生成 [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] (3S)-1-oxo-2-azaspiro[4.5]deca-6,9-diene-3-carboxylate
  参考文献：
  名称：

  Concise synthesis of arogenate. A biosynthetic precursor of phenylalanine and tyrosine

  摘要：

  A concise new route to arogenate [L-(8S)-beta-(1-carboxy-4-hydroxy-2,5-cyclohexadien-1-yl)alanine diammonium salt] 1 in which Michael addition of the anion derived from methyl 1,4-dihydrobenzoate 2 to the dehydroalanine derivative 3 is the key C-C bond-forming step is described.

  DOI：

  10.1039/c39940002237
• 作为产物：
  描述：

  2-乙酰胺基丙烯酸甲酯 、 methyl cyclohexa-2,5-diene-1-carboxylate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到Methyl 1-oxo-2-azaspiro[4.5]deca-6,9-diene-3-carboxylate
  参考文献：
  名称：

  Concise synthesis of arogenate. A biosynthetic precursor of phenylalanine and tyrosine

  摘要：

  A concise new route to arogenate [L-(8S)-beta-(1-carboxy-4-hydroxy-2,5-cyclohexadien-1-yl)alanine diammonium salt] 1 in which Michael addition of the anion derived from methyl 1,4-dihydrobenzoate 2 to the dehydroalanine derivative 3 is the key C-C bond-forming step is described.

  DOI：

  10.1039/c39940002237

文献信息

• Concise synthesis of arogenate. A biosynthetic precursor of phenylalanine and tyrosine
  作者：Maxwell J. Crossley、Robert C. Reid

  DOI：10.1039/c39940002237

  日期：——

  A concise new route to arogenate [L-(8S)-beta-(1-carboxy-4-hydroxy-2,5-cyclohexadien-1-yl)alanine diammonium salt] 1 in which Michael addition of the anion derived from methyl 1,4-dihydrobenzoate 2 to the dehydroalanine derivative 3 is the key C-C bond-forming step is described.