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53386-64-4

Glycine, N-(phenylMethyl)-, Methyl ester synthesis

10synthesis methods
-

Yield: 100%

Reaction Conditions:

with thionyl chloride in methanol at 0; for 18 h;

Steps:

51
To a stirred solution of N-benzylglycine (820 mg, 4 mmol) and methanol (8 mL) was added thionyle chloride (2 mL) dropwise at 0 °C. The mixture was stirred for 18 h. Then the solvent was evaporated under reduced pressure to give the compound benzylamino-acetic acid methyl ester as a white solid. Yield 100%. 1H NMR (DMSO-d6) δ ppm: 7.55-7.58 (m, 2H), 7.41-7.43 (m, 3H), 4.16 (s, 2H), 3.99 (s, 2H), 1.72 (s, 3H). tR,LCMS = 2.01 min; Purity 99%; MS (ESI+): m/z = 180 (M + H)+.

References:

Charton, Julie;Gauriot, Marion;Totobenazara, Jane;Hennuyer, Nathalie;Dumont, Julie;Bosc, Damien;Marechal, Xavier;Elbakali, Jamal;Herledan, Adrien;Wen, Xiaoan;Ronco, Cyril;Gras-Masse, Helene;Heninot, Antoine;Pottiez, Virginie;Landry, Valerie;Staels, Bart;Liang, Wenguang G.;Leroux, Florence;Tang, Wei-Jen;Deprez, Benoit;Deprez-Poulain, Rebecca [European Journal of Medicinal Chemistry,2015,vol. 90,p. 547 - 567]

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