(1R,5S,6R,7S)-4-Oxo-3-((R)-1-phenyl-ethyl)-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (1R,5S,6R,7S)-4-Oxo-3-((R)-1-phenyl-ethyl)-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid methyl ester
• 英文别名: methyl (1R,5S,6R,7S)-4-oxo-3-[(1R)-1-phenylethyl]-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylate
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: KNDMWRNUGYJRIY-PBCCLZPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 4-Oxo-3-((R)-1-phenyl-ethyl)-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid 生成 (1S,5R,6S,7R)-4-Oxo-3-((R)-1-phenyl-ethyl)-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid methyl ester 、 (1R,5S,6R,7S)-4-Oxo-3-((R)-1-phenyl-ethyl)-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid methyl ester
  参考文献：
  名称：

  Asymmetric synthesis of methyl N-(1-phenylethyl)-3-aza-10-oxatricyclo[5.2.1.01,5]-4-oxo dec-8-en-6-carboxylate by an intramolecular Diels-Alder reaction

  摘要：

  The title compound can be obtained with up to five asymmetric centres of known absolute configuration by a diastereoselective intramolecular Diels-Alder reaction between optically active N-substituted furfurylamines and maleic anhydride, in which the chirality is transferred from one stereocentre to the four others.

  DOI：

  10.1016/0957-4166(95)00018-k