(R)-ethyl-2-phenyl-2-(picolinamido)acetate | 1196707-74-0

• 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
• 英文名称: (R)-ethyl-2-phenyl-2-(picolinamido)acetate
• 英文别名: ethyl (2R)-2-phenyl-2-(pyridine-2-carbonylamino)acetate
• CAS: 1196707-74-0
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: MLZXNLRISWEVCW-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴吡啶 、 一氧化碳 、 D-苯甘氨酸乙酯盐酸盐 在 di-tert-butylphosphinoferrocene tetrafluoroborate 、 palladium diacetate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 90.0 ℃ 、1.38 MPa 条件下， 反应 4.0h， 以98%的产率得到(R)-ethyl-2-phenyl-2-(picolinamido)acetate
  参考文献：
  名称：

  Palladium-catalyzed aminocarbonylation of heteroaryl halides using di-tert-butylphosphinoferrocene

  摘要：

  Pd-catalyzed aminocarbonylation of heteroaryl halides, using monodentate ligand di-tert-butylphosphinoferrocene tetrafluoroborate is reported. Good to high yields were obtained with chiral amines on a variety of substrates including 2-bromo heteroaryls. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.065

文献信息

• Practical Synthesis of Di-tert-Butyl-Phosphinoferrocene
  作者：Busacca, Carl A.、Eriksson, Magnus C.、Haddad, Nizar、Han, Z. Steve、Lorenz, Jon C.、Qu, Bo、Zeng, Xingzhong、Senanayake, Chris H.

  DOI：10.15227/orgsyn.090.0316

  日期：——

  Caution! tert-Butylithium is extremely pyrophoric and must not be allowed to come into contact with the atmosphere. This reagent should only be handled by individuals trained in its proper and safe use. It is recommended that transfers be carried out by using a 20-mL or smaller glass syringe filled to no more than 2/3 capacity or by cannula. For a discussion of procedures for handling air-sensitive reagents, see Aldrich Technical Bulletin AL-134.
• Palladium-catalyzed aminocarbonylation of heteroaryl halides using di-tert-butylphosphinoferrocene
  作者：Bo Qu、Nizar Haddad、Zhengxu S. Han、Sonia Rodriguez、Jon C. Lorenz、Nelu Grinberg、Heewon Lee、Carl A. Busacca、DhileepKumar Krishnamurthy、Chris H. Senanayake

  DOI：10.1016/j.tetlet.2009.08.065

  日期：2009.11

  Pd-catalyzed aminocarbonylation of heteroaryl halides, using monodentate ligand di-tert-butylphosphinoferrocene tetrafluoroborate is reported. Good to high yields were obtained with chiral amines on a variety of substrates including 2-bromo heteroaryls. (C) 2009 Elsevier Ltd. All rights reserved.