Synthesis
Under argon protection, D,L-tyrosine (10.0 g, 55.1 mmol) was dissolved in methanol (88 mL) and the reaction system was cooled to 0°C. Subsequently, thionyl chloride (3.97 mL, 60.6 mmol) was added slowly and dropwise. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure. The resulting crude product was purified by recrystallization from a solvent mixture of methanol (5 mL) and diethyl ether (80 mL) to afford the target product L-tyrosine methyl ester hydrochloride (10.8 g).
References
[1] Acta Chimica Academiae Scientiarum Hungaricae, 1981, vol. 107, # 1, p. 7 - 9
[2] European Journal of Medicinal Chemistry, 1986, vol. 21, # 4, p. 333 - 338
[3] Chemical Communications, 2008, # 30, p. 3528 - 3530
[4] Advanced Synthesis and Catalysis, 2012, vol. 354, # 17, p. 3327 - 3332
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 12942 - 12945
