Synthesis
Synthesis of Compound 14A: 3-Aminobenzyl alcohol (3 g, 24.36 mmol, 1.00 eq.) was dissolved in tetrahydrofuran (60 mL) followed by addition of di-tert-butyl dicarbonate (6.38 g, 29.23 mmol, 1.20 eq.). The reaction mixture was stirred at room temperature overnight and then diluted with 200 mL of water. It was extracted three times with ethyl acetate (100 mL), the organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a yellow oily crude product (13.85 g, compound 14A).
References
[1] Patent: WO2016/134450, 2016, A1. Location in patent: Page/Page column 92-93
[2] Patent: WO2017/210471, 2017, A1. Location in patent: Paragraph 0011336; 001137
[3] Patent: US2008/21032, 2008, A1. Location in patent: Page/Page column 56
[4] Patent: US2018/312497, 2018, A1. Location in patent: Paragraph 0066; 0121
[5] Patent: US2012/94997, 2012, A1. Location in patent: Page/Page column 104-105
