D-Phenylalanine, N-(2-chloroacetyl)-, 1,1-dimethylethyl ester synthesis

Yield:-

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 0; for 0.0833333 h;

Steps:

4.4. General procedures for synthesis of compounds 22a-c

General procedure: Chloroacetyl chloride (0.29 g, 2.53 mmol) was added to a solutionof (S)-1-(tert-butoxy)-4-(methylthio)-1-oxobutan-2-aminium chloride13 (0.47 g, 1.94 mmol) and DIEA (0.63 g, 4.86 mmol) in DCM (10 mL)dropwise at 0 °C. After stirring for 5 min, the reaction mixture wasallowed to warm to r.t.. Extracted with EA (10 mL × 3) and combinedorganic layers was dried over anhydrous sodium sulfate, filtrated andconcentrated under vacuum to give a brown oil residue 14 (0.51 g,93%)

References:

Li, Zhi-Wen;Lu, Xi;Wang, Yan-Xiang;Hu, Xin-Xin;Fu, Hai-Gen;Gao, Li-Mei;You, Xue-Fu;Tang, Sheng;Song, Dan-Qing [Bioorganic Chemistry,2020,vol. 94,art. no. 103487]