(3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one | 144744-37-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one
• 英文别名: (3R,5S,6R)-3-naphthalen-1-yl-5,6-diphenylmorpholin-2-one
• CAS: 144744-37-6
• 化学式: C₂₆H₂₁NO₂
• 分子量: 379.458
• InChiKey: LYUFZENYMZGXIR-ISJGIBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one 生成 (S)-氨基-萘-1-乙酸 、 (R)-氨基萘-1-乙酸
  参考文献：
  名称：

  Synthesis of optically active arylglycines by photolysis of optically active (.beta.-hydroxyamino) carbene-chromium(0) complexes

  摘要：

  Photolysis of [(amino)(aryl)carbene]chromium complexes having the optically active amino alcohol (1R,2S-(-)- or (1S,2R)-(+)-2-amino-1,2-diphenylethanol as the amino group produced aryl-substituted oxazinones in good yield with reasonable diastereoselectivity. Facile separation of diastereoisomers followed by mild reductive cleavage produced several arylglycines, having either electron-donating or withdrawing groups on the aromatic ring, in good overall yield and with excellent enantiomeric excess.

  DOI：

  10.1021/jo00051a044
• 作为产物：
  描述：

  (1R,2S)-2-氨基-1,2-二苯基乙醇 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (3S,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one 、 (3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one
  参考文献：
  名称：

  Synthesis of optically active arylglycines by photolysis of optically active (.beta.-hydroxyamino) carbene-chromium(0) complexes

  摘要：

  Photolysis of [(amino)(aryl)carbene]chromium complexes having the optically active amino alcohol (1R,2S-(-)- or (1S,2R)-(+)-2-amino-1,2-diphenylethanol as the amino group produced aryl-substituted oxazinones in good yield with reasonable diastereoselectivity. Facile separation of diastereoisomers followed by mild reductive cleavage produced several arylglycines, having either electron-donating or withdrawing groups on the aromatic ring, in good overall yield and with excellent enantiomeric excess.

  DOI：

  10.1021/jo00051a044

文献信息

• Synthesis of optically active arylglycines by photolysis of optically active (.beta.-hydroxyamino) carbene-chromium(0) complexes
  作者：Jean Michel Vernier、Louis S. Hegedus、David B. Miller

  DOI：10.1021/jo00051a044

  日期：1992.12

  Photolysis of [(amino)(aryl)carbene]chromium complexes having the optically active amino alcohol (1R,2S-(-)- or (1S,2R)-(+)-2-amino-1,2-diphenylethanol as the amino group produced aryl-substituted oxazinones in good yield with reasonable diastereoselectivity. Facile separation of diastereoisomers followed by mild reductive cleavage produced several arylglycines, having either electron-donating or withdrawing groups on the aromatic ring, in good overall yield and with excellent enantiomeric excess.