Synthesis
General procedure: di-tert-butyl dicarbonate (4.087 mL, 21.01 mmol) and diisopropylethylamine (2.87 mL, 17.4 mmol) were dissolved in anhydrous THF (60 mL) under nitrogen protection. Subsequently, (1R,4R)-4-aminocyclohexanol (2.00 g, 17.4 mmol) was slowly added to this solution. The reaction mixture was stirred at room temperature (25°C) for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was concentrated to dryness in a rotary evaporator. The residue was dried overnight under high vacuum to afford 4-(Boc-amino)cyclohexanol as a white solid (3.49 g, 87.0% yield). The product could be used in subsequent reactions without further purification.
References
[1] Patent: WO2017/100662, 2017, A1. Location in patent: Page/Page column 103; 123
[2] Patent: WO2013/107405, 2013, A1. Location in patent: Page/Page column 48-49
[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 7, p. 2017 - 2021
[4] Patent: US5516806, 1996, A
[5] Patent: WO2013/107291, 2013, A1. Location in patent: Page/Page column 63; 64
