Synthesis
Sodium hydroxide (8.4 g, 0.110 mol) was dissolved in water (53 mL) and stirred at room temperature until completely dissolved, followed by cooling to 5-10 °C. D-serine (10.5 g, 0.100 mol) and di-tert-butyl dicarbonate (26.2 g, 0.120 mol) were slowly added while the temperature was maintained at ≤10 °C. The reaction mixture was gradually heated to 30-35 °C and the reaction was stirred at this temperature for 20 hours. Upon completion of the reaction, an aqueous solution of BOC-L-serine was obtained (yield based on 100%, HPLC purity 99.1%, chiral purity 99.4%). This aqueous solution can be used directly in the subsequent synthesis steps without further purification.
References
[1] Journal of the American Chemical Society, 1994, vol. 116, # 18, p. 8402 - 8403
[2] Journal of the American Chemical Society, 2008, vol. 130, # 7, p. 2351 - 2364
[3] Advanced Synthesis and Catalysis, 2016, vol. 358, # 1, p. 34 - 40
[4] Patent: CN104030943, 2016, B. Location in patent: Paragraph 0095; 0096
[5] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 1114 - 1120
