3-[Benzyl-(2-methoxycarbonyl-ethyl)-amino]-propionic acid methyl ester

Synthesis

A neat mixture of methyl acrylate 129 (63 ml, 0.70 mol) and BnNH2 130 (25 g, 0.23 mol) was refluxed in the presence of Et3N (65 ml, 0.46 mol) overnight. Excess methyl acrylate was distilled off, the residue was taken in EtOAc and washed with water, brine, dried over anhydrous Na2SO4 and filtered. Solvent removed under reduced pressure. The resultant oil was chromatographed over silica gel using EtOAc-pet ether to furnish Michael adduct 131 as a yellow oil (58.67 g).

Uses

3-[Benzyl-(2-methoxycarbonylethyl)amino]propionic Acid Methyl Ester is used in preparation of substituted Phenyloxazolidinones as antimicrobial agents for treating antimicrobial.

References

[1] Patent: WO2017/15106, 2017, A1. Location in patent: Page/Page column 30
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 2013, vol. 56, # 14, p. 722 - 725
[3] Planta Medica, 2017, vol. 83, # 5, p. 420 - 425
[4] Patent: US2017/274362, 2017, A1. Location in patent: Paragraph 0077-0079
[5] Patent: EP2570410, 2013, A1. Location in patent: Paragraph 0062