Synthesis, characterization and antibacterial activity of Methyl (2R)-2-benzamido-2-{[(1R)-2-methoxy-2-oxo- 1-phenylethyl]amino}acetate

Authors

  • Oumaima Karai Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry
  • younas Aouine Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry
  • Hassane Faraj Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry
  • Alami Anouar Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry http://orcid.org/0000-0002-3951-9382
  • Mohammed Rachid Kabbour Regional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco
  • Abdelilah El Hallaoui Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry
  • Mohamed Bouksaim Regional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco

DOI:

https://doi.org/10.13171/mjc74181110-alami

Abstract

The present work covers the recent synthetic of methyl (2R)-2-benzamido-2-{[(1R)-2-methoxy-2-oxo-1-phenylethyl]amino}acetate, via N-alkylation of methyl a-azido glycinate N-benzoylated with methyl 2-amino-2-phenylacetate in methylene chloride and in presence of triethylamine as basic catalyst. The structure of the prepared compound was determined by spectroscopic methods: 1H-NMR, 13C-NMR, MS data, elemental analysis and confirmed by X-Ray diffraction. This compound was screened in vitro for its antibacterial activity against Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa and Salmonella enteric). The MIC values confirmed that the title compound had a bactericidal effect against the strains tested.

Author Biographies

Oumaima Karai, Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry

PHD StudentFaculty of Science Dhar El marhazFez Morocco

younas Aouine, Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry

PHD StudentFaculty of Science Dhar El marhazFez Morocco

Hassane Faraj, Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry

Professor of Higher EducationFaculty of Science Dhar El marhazFez Morocco

Alami Anouar, Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry

Professor of Higher EducationFaculty of Science Dhar El marhazFez Morocco

Mohammed Rachid Kabbour, Regional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco

ResearcherRegional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco

Abdelilah El Hallaoui, Sidi Mohammed Ben Abdellah University Laboratory of organic chemistry

Professor of Higher EducationFaculty of Science Dhar El marhazFez Morocco

Mohamed Bouksaim, Regional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco

ResearcherRegional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco

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Published

2018-11-10

Issue

Section

Bioorganic Chemistry