Synthesis
Sulfoxide chloride (8.8 g, 75.1 mmol) was slowly added dropwise to methanol (50 mL) at 0 °C, followed by a one-time addition of 1-aminocyclopropanecarboxylic acid (5.0 g, 49.8 mmol). The reaction mixture was heated to reflux for 1 to 3 hours. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to afford methyl 1-aminocyclopropanecarboxylate hydrochloride (5.8 g, 100% yield).
References
[1] Patent: WO2011/69063, 2011, A2. Location in patent: Page/Page column 84
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 10, p. 2785 - 2788
[3] Patent: US2016/24031, 2016, A1. Location in patent: Paragraph 0598
[4] Bulletin of the Chemical Society of Japan, 1986, vol. 59, # 9, p. 2839 - 2842
[5] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 10, p. 3345 - 3355