(methyl 2-acetamidoacrylate)tricarbonyliron(0) | 73564-00-8

• 英文名称: (methyl 2-acetamidoacrylate)tricarbonyliron(0)
• 英文别名: methyl acetamidoacrylate irontricarbonyl
• CAS: 73564-00-8；159339-25-0
• 化学式: C₉H₉FeNO₆
• 分子量: 283.021
• InChiKey: OYKKZRPCOXHYIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  diiron nonacarbonyl 、 2-乙酰胺基丙烯酸甲酯 以 乙醚 为溶剂， 以98%的产率得到(methyl 2-acetamidoacrylate)tricarbonyliron(0)
  参考文献：
  名称：

  Surprising reactivity of (methyl 2-acetamidoacrylate)tricarbonyliron(0) leading to the synthesis of β,β,β-trialkyl α-amino acids

  摘要：

  通过甲基锂的添加，随后与易于获得且对空气稳定的（甲基2-乙酰胺基丙烯酸酯）三羰基铁(0)1反应的三级卤代烷，可以制备得到保护的β,β,β-三烷基α-氨基酸，这些化合物经水解后生成特戊氨酸10以及新的α-氨基酸，即2-氨基-3,3-二甲基戊酸11和2-氨基-3,3-二甲基己酸12。

  DOI：

  10.1039/c39920000830

文献信息

• Complexes de l'acetamidocinnamate de methyle et de l'acetamidoacrylate de methyle avec le fer carbonyle
  作者：Andre de Cian、Raymond Weiss、Jean-Pierre Haudegond、Yves Chauvin、Dominique Commereuc

  DOI：10.1016/s0022-328x(00)90536-9

  日期：1980.3

  Methyl acetamidocinnamate (L) and methyl acetamidoacrylate (L′) react with enneacarbonyl diiron affording Fe(CO)3L and Fe(CO)3L′. The X-ray study of the complex Fe(CO)3L shows that the iron atom is located in a trigonal bipyramidal environmental. The ligand L is π-coordinated to the iron through its olefinic bond as well as η-bonded by an oxygen lone pair of the acetamido group. The study of the reactivity

  乙酰氨基doc酸甲酯（L）和乙酰氨基丙烯酸甲酯（L'）与烯羰基二铁反应生成Fe（CO）3 L和Fe（CO）3 L'。复合物Fe（CO）3 L的X射线研究表明，铁原子位于三角双锥体环境中。配体L通过其烯键与铁成π配位，并且与乙酰氨基的氧孤对成η键。对这些配合物反应性的研究表明，乙酰氨基酯配体具有很高的螯合强度。
• A study of the reactivity of (methyl 2-acetamidoacrylate)-tricarbonyliron(0) leading to a novel synthesis of β,β,β-trialkyl α-amino acids
  作者：James Barker、Stephen L. Cook、M.Elena Lasterra-Sánchez、Susan E. Thomas

  DOI：10.1016/0020-1693(94)03866-x

  日期：1994.6

  (Methyl 2-acetamidoacrylate)tricarbonyliron(0) (3) reacts with 2 equivalents of methyllithium to give methyl N-acetylalaninate (4) and 2-acetamido-4-oxopentanoate (5) when the reaction is quenched with trifluoroacetic acid. Production of methyl N-acetylalaninate is dependent only on the presence of trifluoroacetic acid, and the ratio of 4 to 5 generated in these reactions is related to the quantity of trifluoroacetic acid used to quench them. Addition of two equivalents of methyllithium followed by tertiary haloalkanes gives protected beta,beta,beta-trialkyl alpha-amino acids which may be hydrolysed to give tert-leucine (13) and the new alpha-amino acids 2-amino-3,3-dimethylpentanoic acid (14) and 2-amino-3,3-dimethylhexanoic acid (15).