(2S)-2-氨基-2-甲基-3-(3,4-二甲氧基苯基)丙酰胺 | 109522-07-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (2S)-2-氨基-2-甲基-3-(3,4-二甲氧基苯基)丙酰胺
• 英文名称: (2S)-2-amino-2-methyl-3-(3,4-dimethoxyphenyl)propanamide
• 英文别名: (S)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropionamide；(2S)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropanamide
• CAS: 109522-07-8
• 化学式: C₁₂H₁₈N₂O₃
• 分子量: 238.287
• InChiKey: VYEDPVYAUMWITM-LBPRGKRZSA-N

物化性质

• 沸点：
  419.1±45.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-氨基-2-甲基-3-(3,4-二甲氧基苯基)丙酰胺 在 氢溴酸 作用下， 生成 甲基多巴
  参考文献：
  名称：

  Ojima, Iwao; Shimizu, Nobuko; Qiu, Xiaogang, Bulletin de la Societe Chimique de France, 1987, # 5, p. 649 - 658

  摘要：

  DOI：
• 作为产物：
  描述：

  (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one 在 氨 、 lithium 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 以90%的产率得到(2S)-2-氨基-2-甲基-3-(3,4-二甲氧基苯基)丙酰胺
  参考文献：
  名称：

  Ojima, Iwao; Shimizu, Nobuko; Qiu, Xiaogang, Bulletin de la Societe Chimique de France, 1987, # 5, p. 649 - 658

  摘要：

  DOI：

文献信息

• Enantiocatalytic activity of substituted 5-benzyl-2-(pyridine-2-yl)imidazolidine-4-one ligands
  作者：Pavel Drabina、Sergej Karel、Illia Panov、Miloš Sedlák

  DOI：10.1016/j.tetasy.2013.02.007

  日期：2013.3

  Currently, asymmetric synthesis represents one of the main streams of organic synthesis. Although an extensive research has been carried out in this area, the synthesis of chiral compounds with the required enantiomeric purity is still a challenging issue. Herein, we focus on the preparation of new enantioselective catalysts based on pyridine-imidazolidinones. The substituted 5-benzyl-2-(pyridine-2-yl)imidazolidine-4-ones 5-8 were prepared by condensation of chiral amino acid amides (alpha-methylDOPA and alpha-methylphenylalanine) with 2-acetylpyridine and pyridine-2-carbaldehyde. The individual isomers of the described ligands 5-8 were separated chromatographically. The copper(II) complexes of these chiral ligands were studied as enantioselective catalysts for the asymmetric Henry reaction of substituted aldehydes with nitromethane or nitroethane. The ligands containing a methyl group at the 2-position of the imidazolidinone ring 6a and 8a exhibit a high degree of enantioselectiyity (up to 91% ee). The nitroaldols derived from nitroethane (2-nitropropan-1-ols) were obtained with a comparable enantiomeric purity to derivatives of 2-nitroethanol. This group of ligands represents a new and promising class of enantioselective catalysts, which deserve further attention. (C) 2013 Elsevier Ltd. All rights reserved.
• Asymmetric synthesis with chiral .beta.-lactams. .alpha.-Substituted aromatic .alpha.-amino acids and their derivatives through highly stereoselective alkylations
  作者：Iwao. Ojima、Hauh Jyun C. Chen、Kazuaki. Nakahashi

  DOI：10.1021/ja00209a044

  日期：1988.1
• OJIMA, IWAO;CHEN, HAUH-JYUN C.;NAKAHASHI, KAZUAKI, J. AMER. CHEM. SOC., 110,(1988) N 1, 278-281
  作者：OJIMA, IWAO、CHEN, HAUH-JYUN C.、NAKAHASHI, KAZUAKI

  DOI：——

  日期：——
• Ojima, Iwao; Shimizu, Nobuko; Qiu, Xiaogang, Bulletin de la Societe Chimique de France, 1987, # 5, p. 649 - 658
  作者：Ojima, Iwao、Shimizu, Nobuko、Qiu, Xiaogang、Chen, Hauh-Jyun C.、Nakahashi, Kazuaki

  DOI：——

  日期：——