Synthesis
The general steps for the synthesis of (S)-piperidine-3-carboxylic acid hydrochloride from N-Boc-(S)-3-carboxylic acid piperidine are as follows:
Step 1. Preparation of (3S)-piperidine-3-carboxylic acid hydrochloride
(3S)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (4.0 g, 0.017 mol) was dissolved in dichloromethane (10 mL, 0.2 mol), and a 1,4-dioxane solution (30 mL) of 4.0 M hydrogen chloride was added. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the volatiles were removed by vacuum distillation to give (3S)-piperidine-3-carboxylic acid hydrochloride in quantitative yield. The crude product did not require further purification and could be used directly in subsequent steps.LCMS analysis showed m/z 166.2 (M + H)+.
References
[1] Patent: US2006/4049, 2006, A1. Location in patent: Page/Page column 49
[2] Patent: WO2012/131379, 2012, A1. Location in patent: Page/Page column 25
[3] Patent: US2014/206703, 2014, A1. Location in patent: Paragraph 0106; 0107
