(2R,5R)-2-isopropyl-3,6-dimethoxy-5-(3-methoxyphenyl)-2,5-dihydopyrazine | 1268259-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,5R)-2-isopropyl-3,6-dimethoxy-5-(3-methoxyphenyl)-2,5-dihydopyrazine
• 英文别名: (2R,5R)-3,6-dimethoxy-2-(3-methoxyphenyl)-5-propan-2-yl-2,5-dihydropyrazine
• CAS: 1268259-14-8
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: ZXWMKNQEUCUJDR-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氯苯甲醚 、 (R)-2,5-二氢-3,6-二甲氧基-2-异丙基吡嗪 在 仲丁基锂 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.0h， 生成 、 (2R,5R)-2-isopropyl-3,6-dimethoxy-5-(3-methoxyphenyl)-2,5-dihydopyrazine
  参考文献：
  名称：

  Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation

  摘要：

  An aryne-mediated alpha-arylation reaction of Schollkopf's bis-lactim ether is described. Arynes were generated via an ortho-lithiation approach, affording syn-arylated products in up to 94:6 dr with moderate to good yields and excellent regioselectivities. Hydrolysis provided a variety of substituted arylglycines containing a range of functional groups without racemization.

  DOI：

  10.1021/ol1030469

文献信息

• Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation
  作者：Elizabeth P. Jones、Peter Jones、Anthony G. M. Barrett

  DOI：10.1021/ol1030469

  日期：2011.3.4

  An aryne-mediated alpha-arylation reaction of Schollkopf's bis-lactim ether is described. Arynes were generated via an ortho-lithiation approach, affording syn-arylated products in up to 94:6 dr with moderate to good yields and excellent regioselectivities. Hydrolysis provided a variety of substituted arylglycines containing a range of functional groups without racemization.