Synthesis
GENERAL METHOD: Methyl tert-butoxycarbonyl-L-valylaminoacetate (2.6 g, 10 mmol) was dissolved in 50 mL of methanol, 1 M NaOH solution (30 mL) was added, and the reaction was stirred for 3 h at room temperature. Upon completion of the reaction, the solvent was removed by vacuum evaporation and the residue was adjusted to pH 2-3 with 1 M HCl. Subsequently, the mixture was extracted three times with EtOAc, the organic phases were combined and dried with anhydrous Na2SO4. Finally, the EtOAc was evaporated to afford the target compound 10a as a white solid in 92.4% yield.
References
[1] Journal of the American Chemical Society, 2010, vol. 132, # 13, p. 4577 - 4579
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 11, p. 3055 - 3064
[3] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1992, # 7, p. 1187 - 1193
[4] Journal of Medicinal Chemistry, 1995, vol. 38, # 20, p. 4014 - 4018
