(S)-(+)-5-ethyl 1-methyl 2-ethyl-2-phenylglutarate | 177532-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-(+)-5-ethyl 1-methyl 2-ethyl-2-phenylglutarate
• 英文别名: 5-O-ethyl 1-O-methyl (2S)-2-ethyl-2-phenylpentanedioate
• CAS: 177532-26-2
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: UGZQRUULRWUVJQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-(+)-5-ethyl 1-methyl 2-ethyl-2-phenylglutarate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以100%的产率得到(S)-(+)-2-ethyl-2-phenylglutaric acid
  参考文献：
  名称：

  Asymmetric construction of benzylic quaternary carbons from chiral malonates: Formal synthesis of both (−)- and (+)-aminoglutethimides AG and analogues

  摘要：

  From a single chiron (R)-(+)-5, available with high enantiomeric excess (97%) by enzymatic hydrolysis (PLE acetonic powder) of a malonate, were prepared convenient precursors of aminoglutethimides (-)-AG-1 and (+)-AG-1. This versatile method also allows preparation of the b-hydroxy ester (R)-9 and its enantiomer (S)-9 as well as the glutethimides (S)-4 and (R)-4 and other analogues. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00122-x
• 作为产物：
  描述：

  (2R)-2-methoxycarbonyl-2-phenylbutanoic acid 在 platinum(IV) oxide 甲醇 、 sodium tetrahydroborate 、 草酰氯 、 氢气 、 二甲基亚砜 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 lithium chloride 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， -60.0~25.0 ℃ 、101.33 kPa 条件下， 反应 27.25h， 生成 (S)-(+)-5-ethyl 1-methyl 2-ethyl-2-phenylglutarate
  参考文献：
  名称：

  Asymmetric construction of benzylic quaternary carbons from chiral malonates: Formal synthesis of both (−)- and (+)-aminoglutethimides AG and analogues

  摘要：

  From a single chiron (R)-(+)-5, available with high enantiomeric excess (97%) by enzymatic hydrolysis (PLE acetonic powder) of a malonate, were prepared convenient precursors of aminoglutethimides (-)-AG-1 and (+)-AG-1. This versatile method also allows preparation of the b-hydroxy ester (R)-9 and its enantiomer (S)-9 as well as the glutethimides (S)-4 and (R)-4 and other analogues. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00122-x

文献信息

• Asymmetric construction of benzylic quaternary carbons from chiral malonates: Formal synthesis of both (−)- and (+)-aminoglutethimides AG and analogues
  作者：Antoine Fadel、Sebastien Garcia-Argote

  DOI：10.1016/0957-4166(96)00122-x

  日期：1996.4

  From a single chiron (R)-(+)-5, available with high enantiomeric excess (97%) by enzymatic hydrolysis (PLE acetonic powder) of a malonate, were prepared convenient precursors of aminoglutethimides (-)-AG-1 and (+)-AG-1. This versatile method also allows preparation of the b-hydroxy ester (R)-9 and its enantiomer (S)-9 as well as the glutethimides (S)-4 and (R)-4 and other analogues. Copyright (C) 1996 Elsevier Science Ltd