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ChemicalBook CAS DataBase List PHT-ALA-OH
4192-28-3

PHT-ALA-OH synthesis

8synthesis methods
L-Alanine

56-41-7

N-Carbethoxyphthalimide

22509-74-6

PHT-ALA-OH

4192-28-3

The general procedure for the synthesis of phthaloyl-L-alanine from L-alanine and N-ethoxycarbonylphthalimide was as follows: to a stirred aqueous solution (100 mL) of L-alanine (8.9 g, 100.00 mmol) and Na2CO3 (10.6 g, 100.00 mmol) was added slowly N-ethoxycarbonylphthalimide. After the reaction for 1.5 h, the reaction mixture was slowly acidified to pH = 1-2 with aqueous 1N HCl. The precipitate was collected by filtration to afford a white solid phthaloyl-L-alanine 17.37 g in 79.3% yield. The melting point of the product was 145.8-146.6 °C. 1H NMR (CDCl3, 400 MHz) δ: 1.71 (s, 3H, CH3), 5.02 (q, J = 7.4 Hz, 1H, CH), 7.69-7.75 (m, 2H, Ar-H), 7.82-7.88 (m, 2H, Ar-H). mS (ESI): m/z 218.2 [M+H]+.

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