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Molbank 2017, 2017(4), M958; doi:10.3390/M958

Methyl N-[1-(Benzoylamino)-2-methoxy-2-oxoethyl]-tryptophanate

1
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz–Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco
2
Regional Center for Agronomic Research of Rabat, INRA-Rabat, Rabat 10000, Morocco
*
Author to whom correspondence should be addressed.
Received: 17 August 2017 / Revised: 8 September 2017 / Accepted: 12 September 2017 / Published: 22 September 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, was synthesized in high yield, via N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with methyl 2-amino-3-(1H-indol-3-yl)propanoate in acetone, with the presence of diisopropylethylamine as a base. The structure of the prepared compound was characterized by 1H, 13C NMR in addition to MS, X-Ray diffraction data, and elemental analysis. This compound was tested 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 showed that the synthesized compound had a bactericidal effect against the strains tested. View Full-Text
Keywords: antibacterial activity; carboxylic amino esters; N-alkylation antibacterial activity; carboxylic amino esters; N-alkylation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Karai, O.; El Hamdani, M.; Faraj, H.; Alami, A.; Kabbour, M.R.; El Hallaoui, A.; Bouksaim, M.; Aouine, Y. Methyl N-[1-(Benzoylamino)-2-methoxy-2-oxoethyl]-tryptophanate. Molbank 2017, 2017, M958.

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